#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:11:47 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180380 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/49/7204979.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_7204979
loop_
_publ_author_name
'Linder, Michael R.'
'Frey, Wolfgang U.'
'Podlech, Joachim'
_publ_contact_author             ' Joachim Podlech'
_publ_section_title
;
 Diazoketones as precursors in Î²-lactam synthesis. New
 insights into the mechanism of the photochemically induced Staudinger
 reaction
;
_journal_issue                   20
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              2566
_journal_paper_doi               10.1039/b105748k
_journal_year                    2001
_chemical_formula_sum            'C26 H34 N2 O3'
_chemical_formula_weight         422.55
_chemical_melting_point          395.5(5)
_chemical_name_systematic
; 
(3R,4S,1'S)-3-[1-(Benzyloxycarbonylamino)ethyl]-1-tert-butyl-4-
mesityl-azetidin-2-one
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.742(2)
_cell_length_b                   15.886(3)
_cell_length_c                   32.683(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     5058.1(16)
_computing_cell_refinement       'Siemens P3/PC Data Collection System'
_computing_data_collection       'Siemens P3/PC Data Collection System'
_computing_data_reduction        'SHELXTL plus - XDISK'
_computing_molecular_graphics    'SHELXTL - XP'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Nicolet P3'
_diffrn_measurement_method       'Wyckoff - Scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0838
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3739
_diffrn_reflns_theta_max         22.50
_diffrn_reflns_theta_min         1.25
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_description       plates
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          1.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   4.37(530)
_refine_ls_extinction_coef       0.0012(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.150
_refine_ls_goodness_of_fit_obs   1.338
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         3276
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.247
_refine_ls_restrained_S_obs      1.348
_refine_ls_R_factor_all          0.1786
_refine_ls_R_factor_obs          0.0970
_refine_ls_shift/esd_max         -0.003
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0622P)²+5.9079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2476
_refine_ls_wR_factor_obs         0.1879
_reflns_number_observed          2102
_reflns_number_total             3739
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b105748k.txt
_cod_data_source_block           s624rm
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '395 - 396 K' was changed to
'395.5(5)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0622P)^2^+5.9079P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0622P)^2^+5.9079P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        5058.0(17)
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7204979
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
N1A N 0.3937(10) 0.5473(6) 0.9991(3) 0.066(3) Uani 1 d . .
O1A O 0.5904(9) 0.4716(6) 0.9811(3) 0.086(3) Uani 1 d . .
C1A C 0.4656(13) 0.4841(9) 0.9826(4) 0.073(4) Uani 1 d . .
N2A N 0.3940(9) 0.5093(5) 0.9002(3) 0.054(2) Uani 1 d . .
H2A H 0.4819(9) 0.5135(5) 0.8989(3) 0.065 Uiso 1 calc R .
O2A O 0.1940(9) 0.5758(6) 0.8841(3) 0.086(3) Uani 1 d . .
C2A C 0.3415(11) 0.4414(7) 0.9656(3) 0.057(3) Uani 1 d . .
H2A1 H 0.3235(11) 0.3873(7) 0.9789(3) 0.069 Uiso 1 calc R .
O3A O 0.4008(9) 0.6314(5) 0.8694(2) 0.074(2) Uani 1 d . .
C3A C 0.2590(11) 0.5142(7) 0.9853(3) 0.056(3) Uani 1 d . .
H3A H 0.2226(11) 0.5507(7) 0.9637(3) 0.067 Uiso 1 calc R .
C4A C 0.3352(12) 0.4348(8) 0.9187(3) 0.066(3) Uani 1 d . .
H4A H 0.2391(12) 0.4296(8) 0.9102(3) 0.079 Uiso 1 calc R .
C5A C 0.4155(16) 0.3571(8) 0.9039(4) 0.103(5) Uani 1 d . .
H5A1 H 0.4107(16) 0.3538(8) 0.8746(4) 0.154 Uiso 1 calc R .
H5A2 H 0.3762(16) 0.3072(8) 0.9156(4) 0.154 Uiso 1 calc R .
H5A3 H 0.5097(16) 0.3618(8) 0.9122(4) 0.154 Uiso 1 calc R .
C6A C 0.3179(13) 0.5713(8) 0.8852(4) 0.061(3) Uani 1 d . .
C7A C 0.3290(15) 0.7025(9) 0.8506(5) 0.105(5) Uani 1 d . .
H7A1 H 0.2598(15) 0.7245(9) 0.8690(5) 0.125 Uiso 1 calc R .
H7A2 H 0.2847(15) 0.6851(9) 0.8254(5) 0.125 Uiso 1 calc R .
C8A C 0.4344(14) 0.7670(9) 0.8421(4) 0.074(4) Uani 1 d . .
C9A C 0.4769(19) 0.7742(9) 0.8041(6) 0.108(6) Uani 1 d . .
H9A H 0.4440(19) 0.7353(9) 0.7852(6) 0.130 Uiso 1 calc R .
C10A C 0.5668(33) 0.8353(18) 0.7899(7) 0.178(16) Uani 1 d . .
H10A H 0.5807(33) 0.8464(18) 0.7623(7) 0.214 Uiso 1 calc R .
C11A C 0.6316(24) 0.8765(19) 0.8198(11) 0.178(17) Uani 1 d . .
H11A H 0.7108(24) 0.9059(19) 0.8129(11) 0.213 Uiso 1 calc R .
C12A C 0.5920(24) 0.8788(15) 0.8589(9) 0.170(12) Uani 1 d . .
H12A H 0.6275(24) 0.9179(15) 0.8772(9) 0.204 Uiso 1 calc R .
C13A C 0.4951(21) 0.8198(13) 0.8706(6) 0.131(7) Uani 1 d . .
H13A H 0.4705(21) 0.8155(13) 0.8980(6) 0.158 Uiso 1 calc R .
C14A C 0.1472(11) 0.4977(7) 1.0167(3) 0.055(3) Uani 1 d . .
C15A C 0.1692(13) 0.4516(9) 1.0521(4) 0.078(4) Uani 1 d . .
C16A C 0.0620(17) 0.4414(10) 1.0801(5) 0.102(5) Uani 1 d . .
H16A H 0.0782(17) 0.4113(10) 1.1040(5) 0.123 Uiso 1 calc R .
C17A C -0.0673(17) 0.4743(12) 1.0734(5) 0.107(6) Uani 1 d . .
C18A C -0.0903(14) 0.5147(10) 1.0371(4) 0.089(5) Uani 1 d . .
H18A H -0.1786(14) 0.5329(10) 1.0310(4) 0.107 Uiso 1 calc R .
C19A C 0.0159(12) 0.5297(7) 1.0087(4) 0.059(3) Uani 1 d . .
C20A C 0.3061(16) 0.4126(11) 1.0631(5) 0.133(7) Uani 1 d . .
H20A H 0.2983(16) 0.3837(11) 1.0888(5) 0.200 Uiso 1 calc R .
H20B H 0.3744(16) 0.4559(11) 1.0653(5) 0.200 Uiso 1 calc R .
H20C H 0.3325(16) 0.3733(11) 1.0422(5) 0.200 Uiso 1 calc R .
C21A C -0.1829(17) 0.4671(14) 1.1053(5) 0.161(9) Uani 1 d . .
H21A H -0.1497(17) 0.4371(14) 1.1288(5) 0.241 Uiso 1 calc R .
H21B H -0.2592(17) 0.4373(14) 1.0937(5) 0.241 Uiso 1 calc R .
H21C H -0.2118(17) 0.5224(14) 1.1134(5) 0.241 Uiso 1 calc R .
C22A C -0.0199(12) 0.5764(8) 0.9694(4) 0.087(4) Uani 1 d . .
H22A H -0.1146(12) 0.5930(8) 0.9701(4) 0.131 Uiso 1 calc R .
H22B H -0.0045(12) 0.5401(8) 0.9464(4) 0.131 Uiso 1 calc R .
H22C H 0.0369(12) 0.6256(8) 0.9670(4) 0.131 Uiso 1 calc R .
C23A C 0.4305(18) 0.6294(11) 1.0144(5) 0.103(5) Uani 1 d . .
C24A C 0.4918(27) 0.6742(13) 0.9797(7) 0.211(10) Uani 1 d U .
H24A H 0.5687(27) 0.6428(13) 0.9695(7) 0.316 Uiso 1 calc R .
H24B H 0.5221(27) 0.7288(13) 0.9885(7) 0.316 Uiso 1 calc R .
H24C H 0.4247(27) 0.6804(13) 0.9584(7) 0.316 Uiso 1 calc R .
C25A C 0.3118(17) 0.6753(10) 1.0312(6) 0.143(8) Uani 1 d . .
H25A H 0.2741(17) 0.6444(10) 1.0538(6) 0.214 Uiso 1 calc R .
H25B H 0.2432(17) 0.6815(10) 1.0103(6) 0.214 Uiso 1 calc R .
H25C H 0.3406(17) 0.7299(10) 1.0404(6) 0.214 Uiso 1 calc R .
C26A C 0.5405(24) 0.6264(15) 1.0464(8) 0.267(18) Uani 1 d . .
H26A H 0.5066(24) 0.5976(15) 1.0702(8) 0.401 Uiso 1 calc R .
H26B H 0.5666(24) 0.6827(15) 1.0537(8) 0.401 Uiso 1 calc R .
H26C H 0.6189(24) 0.5969(15) 1.0358(8) 0.401 Uiso 1 calc R .
N1B N 0.1140(9) 1.0483(7) 0.7453(3) 0.071(3) Uani 1 d . .
O1B O -0.0826(9) 1.1181(7) 0.7243(3) 0.095(3) Uani 1 d . .
C1B C 0.0401(12) 1.1071(9) 0.7252(4) 0.067(4) Uani 1 d . .
N2B N 0.1057(10) 1.0672(7) 0.6426(3) 0.068(3) Uani 1 d . .
H2B H 0.0181(10) 1.0607(7) 0.6429(3) 0.081 Uiso 1 calc R .
O2B O 0.3067(10) 1.0039(7) 0.6263(3) 0.108(4) Uani 1 d . .
C2B C 0.1662(11) 1.1457(8) 0.7053(3) 0.064(3) Uani 1 d . .
H2B1 H 0.1873(11) 1.2016(8) 0.7163(3) 0.076 Uiso 1 calc R .
O3B O 0.1010(9) 0.9459(6) 0.6115(3) 0.087(3) Uani 1 d . .
C3B C 0.2482(10) 1.0753(8) 0.7270(3) 0.056(3) Uani 1 d . .
H3B H 0.2796(10) 1.0335(8) 0.7070(3) 0.068 Uiso 1 calc R .
C4B C 0.1645(13) 1.1450(8) 0.6593(3) 0.068(4) Uani 1 d . .
H4B H 0.2596(13) 1.1491(8) 0.6498(3) 0.082 Uiso 1 calc R .
C5B C 0.0841(16) 1.2203(8) 0.6413(4) 0.096(5) Uani 1 d . .
H5B1 H 0.0858(16) 1.2172(8) 0.6119(4) 0.145 Uiso 1 calc R .
H5B2 H 0.1259(16) 1.2720(8) 0.6500(4) 0.145 Uiso 1 calc R .
H5B3 H -0.0092(16) 1.2184(8) 0.6506(4) 0.145 Uiso 1 calc R .
C6B C 0.1847(14) 1.0054(10) 0.6268(4) 0.076(4) Uani 1 d . .
C7B C 0.1742(16) 0.8799(10) 0.5900(6) 0.118(6) Uani 1 d . .
H7B1 H 0.2309(16) 0.8483(10) 0.6089(6) 0.142 Uiso 1 calc R .
H7B2 H 0.2332(16) 0.9041(10) 0.5691(6) 0.142 Uiso 1 calc R .
C8B C 0.0695(14) 0.8228(8) 0.5705(5) 0.072(4) Uani 1 d . .
C9B C 0.0597(20) 0.8244(11) 0.5299(6) 0.119(7) Uani 1 d . .
H9B H 0.1154(20) 0.8609(11) 0.5151(6) 0.143 Uiso 1 calc R .
C10B C -0.0419(38) 0.7673(19) 0.5070(7) 0.235(21) Uani 1 d . .
H10B H -0.0543(38) 0.7635(19) 0.4789(7) 0.281 Uiso 1 calc R .
C11B C -0.1135(27) 0.7211(19) 0.5380(8) 0.183(16) Uani 1 d . .
H11B H -0.1824(27) 0.6853(19) 0.5288(8) 0.219 Uiso 1 calc R .
C12B C -0.0939(23) 0.7230(15) 0.5782(11) 0.200(15) Uani 1 d . .
H12B H -0.1431(23) 0.6863(15) 0.5948(11) 0.240 Uiso 1 calc R .
C13B C -0.0071(21) 0.7754(13) 0.5949(7) 0.140(8) Uani 1 d . .
H13B H 0.0008(21) 0.7794(13) 0.6232(7) 0.167 Uiso 1 calc R .
C14B C 0.3657(11) 1.1012(8) 0.7546(3) 0.056(3) Uani 1 d . .
C15B C 0.4997(13) 1.0700(9) 0.7461(4) 0.069(4) Uani 1 d . .
C16B C 0.6125(14) 1.0985(10) 0.7678(4) 0.080(4) Uani 1 d . .
H16B H 0.6995(14) 1.0779(10) 0.7618(4) 0.097 Uiso 1 calc R .
C17B C 0.5953(14) 1.1588(10) 0.7990(4) 0.079(4) Uani 1 d . .
C18B C 0.4707(16) 1.1842(11) 0.8081(4) 0.092(5) Uani 1 d . .
H18B H 0.4605(16) 1.2210(11) 0.8301(4) 0.111 Uiso 1 calc R .
C19B C 0.3511(13) 1.1595(10) 0.7869(4) 0.083(4) Uani 1 d . .
C20B C 0.5261(12) 1.0068(9) 0.7130(4) 0.088(4) Uani 1 d . .
H20D H 0.4410(12) 0.9918(9) 0.7002(4) 0.132 Uiso 1 calc R .
H20E H 0.5675(12) 0.9575(9) 0.7247(4) 0.132 Uiso 1 calc R .
H20F H 0.5869(12) 1.0306(9) 0.6930(4) 0.132 Uiso 1 calc R .
C21B C 0.7232(17) 1.1929(13) 0.8216(5) 0.146(8) Uani 1 d . .
H21D H 0.8042(17) 1.1670(13) 0.8107(5) 0.218 Uiso 1 calc R .
H21E H 0.7159(17) 1.1802(13) 0.8503(5) 0.218 Uiso 1 calc R .
H21F H 0.7287(17) 1.2528(13) 0.8180(5) 0.218 Uiso 1 calc R .
C22B C 0.2150(15) 1.1973(10) 0.7990(4) 0.109(6) Uani 1 d . .
H22D H 0.2282(15) 1.2352(10) 0.8216(4) 0.163 Uiso 1 calc R .
H22E H 0.1532(15) 1.1532(10) 0.8070(4) 0.163 Uiso 1 calc R .
H22F H 0.1770(15) 1.2275(10) 0.7762(4) 0.163 Uiso 1 calc R .
C23B C 0.0807(16) 0.9661(11) 0.7640(5) 0.103(5) Uani 1 d . .
C24B C 0.2015(18) 0.9246(12) 0.7801(7) 0.192(12) Uani 1 d . .
H24D H 0.2525(18) 0.9634(12) 0.7967(7) 0.288 Uiso 1 calc R .
H24E H 0.2578(18) 0.9057(12) 0.7578(7) 0.288 Uiso 1 calc R .
H24F H 0.1741(18) 0.8772(12) 0.7964(7) 0.288 Uiso 1 calc R .
C25B C -0.0099(29) 0.9204(13) 0.7386(7) 0.255(17) Uani 1 d . .
H25D H -0.0846(29) 0.9561(13) 0.7304(7) 0.383 Uiso 1 calc R .
H25E H -0.0452(29) 0.8728(13) 0.7533(7) 0.383 Uiso 1 calc R .
H25F H 0.0385(29) 0.9013(13) 0.7148(7) 0.383 Uiso 1 calc R .
C26B C -0.0036(23) 0.9873(15) 0.8037(6) 0.218(12) Uani 1 d . .
H26D H 0.0530(23) 1.0186(15) 0.8224(6) 0.327 Uiso 1 calc R .
H26E H -0.0328(23) 0.9359(15) 0.8165(6) 0.327 Uiso 1 calc R .
H26F H -0.0826(23) 1.0203(15) 0.7965(6) 0.327 Uiso 1 calc R .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1A N1A C23A 133.5(12) . . ?
C1A N1A C3A 94.2(10) . . ?
C23A N1A C3A 130.3(11) . . ?
O1A C1A N1A 130.8(14) . . ?
O1A C1A C2A 135.3(13) . . ?
N1A C1A C2A 93.8(10) . . ?
C6A N2A C4A 122.7(9) . . ?
C6A N2A H2A 118.7(6) . . ?
C4A N2A H2A 118.7(6) . . ?
C1A C2A C4A 115.8(10) . . ?
C1A C2A C3A 85.8(8) . . ?
C4A C2A C3A 116.4(10) . . ?
C1A C2A H2A1 112.2(7) . . ?
C4A C2A H2A1 112.2(6) . . ?
C3A C2A H2A1 112.2(6) . . ?
C6A O3A C7A 114.8(10) . . ?
N1A C3A C14A 119.3(9) . . ?
N1A C3A C2A 86.2(8) . . ?
C14A C3A C2A 121.6(10) . . ?
N1A C3A H3A 109.2(6) . . ?
C14A C3A H3A 109.2(6) . . ?
C2A C3A H3A 109.2(6) . . ?
N2A C4A C2A 110.2(10) . . ?
N2A C4A C5A 108.8(9) . . ?
C2A C4A C5A 110.4(10) . . ?
N2A C4A H4A 109.1(6) . . ?
C2A C4A H4A 109.1(6) . . ?
C5A C4A H4A 109.1(7) . . ?
C4A C5A H5A1 109.5(7) . . ?
C4A C5A H5A2 109.5(7) . . ?
H5A1 C5A H5A2 109.5 . . ?
C4A C5A H5A3 109.5(7) . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?
O2A C6A N2A 127.8(11) . . ?
O2A C6A O3A 122.8(12) . . ?
N2A C6A O3A 109.3(10) . . ?
O3A C7A C8A 106.4(11) . . ?
O3A C7A H7A1 110.4(8) . . ?
C8A C7A H7A1 110.4(8) . . ?
O3A C7A H7A2 110.4(8) . . ?
C8A C7A H7A2 110.4(9) . . ?
H7A1 C7A H7A2 108.6 . . ?
C9A C8A C13A 116.6(16) . . ?
C9A C8A C7A 117.1(16) . . ?
C13A C8A C7A 126.3(15) . . ?
C8A C9A C10A 125.2(20) . . ?
C8A C9A H9A 117.4(11) . . ?
C10A C9A H9A 117.4(15) . . ?
C11A C10A C9A 113.3(24) . . ?
C11A C10A H10A 123.4(20) . . ?
C9A C10A H10A 123.4(15) . . ?
C12A C11A C10A 125.4(28) . . ?
C12A C11A H11A 117.3(19) . . ?
C10A C11A H11A 117.3(21) . . ?
C11A C12A C13A 116.2(23) . . ?
C11A C12A H12A 121.9(20) . . ?
C13A C12A H12A 121.9(15) . . ?
C12A C13A C8A 121.0(20) . . ?
C12A C13A H13A 119.5(15) . . ?
C8A C13A H13A 119.5(11) . . ?
C15A C14A C19A 119.1(11) . . ?
C15A C14A C3A 123.0(10) . . ?
C19A C14A C3A 117.8(10) . . ?
C14A C15A C16A 119.5(12) . . ?
C14A C15A C20A 123.4(11) . . ?
C16A C15A C20A 117.1(12) . . ?
C17A C16A C15A 122.3(14) . . ?
C17A C16A H16A 118.9(10) . . ?
C15A C16A H16A 118.9(9) . . ?
C18A C17A C16A 117.7(15) . . ?
C18A C17A C21A 120.2(16) . . ?
C16A C17A C21A 122.1(15) . . ?
C17A C18A C19A 122.0(13) . . ?
C17A C18A H18A 119.0(9) . . ?
C19A C18A H18A 119.0(8) . . ?
C14A C19A C18A 119.1(11) . . ?
C14A C19A C22A 122.8(11) . . ?
C18A C19A C22A 118.0(11) . . ?
C15A C20A H20A 109.5(7) . . ?
C15A C20A H20B 109.5(9) . . ?
H20A C20A H20B 109.47(5) . . ?
C15A C20A H20C 109.5(9) . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C17A C21A H21A 109.5(10) . . ?
C17A C21A H21B 109.5(9) . . ?
H21A C21A H21B 109.47(6) . . ?
C17A C21A H21C 109.5(11) . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C19A C22A H22A 109.5(7) . . ?
C19A C22A H22B 109.5(6) . . ?
H22A C22A H22B 109.5 . . ?
C19A C22A H22C 109.5(7) . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
N1A C23A C24A 105.7(14) . . ?
N1A C23A C25A 112.4(13) . . ?
C24A C23A C25A 111.5(17) . . ?
N1A C23A C26A 113.1(16) . . ?
C24A C23A C26A 105.3(18) . . ?
C25A C23A C26A 108.6(14) . . ?
C23A C24A H24A 109.5(12) . . ?
C23A C24A H24B 109.5(10) . . ?
H24A C24A H24B 109.47(8) . . ?
C23A C24A H24C 109.5(12) . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C23A C25A H25A 109.5(10) . . ?
C23A C25A H25B 109.5(10) . . ?
H25A C25A H25B 109.47(5) . . ?
C23A C25A H25C 109.5(8) . . ?
H25A C25A H25C 109.5 . . ?
H25B C25A H25C 109.5 . . ?
C23A C26A H26A 109.5(14) . . ?
C23A C26A H26B 109.5(12) . . ?
H26A C26A H26B 109.5 . . ?
C23A C26A H26C 109.5(11) . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.47(7) . . ?
C1B N1B C23B 134.1(11) . . ?
C1B N1B C3B 94.1(9) . . ?
C23B N1B C3B 127.5(11) . . ?
O1B C1B N1B 129.7(13) . . ?
O1B C1B C2B 137.0(12) . . ?
N1B C1B C2B 93.3(9) . . ?
C6B N2B C4B 122.2(10) . . ?
C6B N2B H2B 118.9(7) . . ?
C4B N2B H2B 118.9(6) . . ?
C4B C2B C1B 114.6(10) . . ?
C4B C2B C3B 117.3(11) . . ?
C1B C2B C3B 85.9(8) . . ?
C4B C2B H2B1 112.2(7) . . ?
C1B C2B H2B1 112.2(7) . . ?
C3B C2B H2B1 112.2(6) . . ?
C6B O3B C7B 113.0(11) . . ?
N1B C3B C14B 119.9(9) . . ?
N1B C3B C2B 86.6(8) . . ?
C14B C3B C2B 117.8(11) . . ?
N1B C3B H3B 110.2(7) . . ?
C14B C3B H3B 110.2(6) . . ?
C2B C3B H3B 110.2(6) . . ?
N2B C4B C2B 112.5(11) . . ?
N2B C4B C5B 108.2(10) . . ?
C2B C4B C5B 112.4(11) . . ?
N2B C4B H4B 107.8(6) . . ?
C2B C4B H4B 107.8(6) . . ?
C5B C4B H4B 107.8(8) . . ?
C4B C5B H5B1 109.5(7) . . ?
C4B C5B H5B2 109.5(6) . . ?
H5B1 C5B H5B2 109.5 . . ?
C4B C5B H5B3 109.5(8) . . ?
H5B1 C5B H5B3 109.5 . . ?
H5B2 C5B H5B3 109.5 . . ?
O2B C6B O3B 125.9(14) . . ?
O2B C6B N2B 126.2(14) . . ?
O3B C6B N2B 107.9(11) . . ?
O3B C7B C8B 107.9(11) . . ?
O3B C7B H7B1 110.1(8) . . ?
C8B C7B H7B1 110.1(8) . . ?
O3B C7B H7B2 110.1(8) . . ?
C8B C7B H7B2 110.1(9) . . ?
H7B1 C7B H7B2 108.4 . . ?
C13B C8B C9B 124.8(19) . . ?
C13B C8B C7B 117.9(18) . . ?
C9B C8B C7B 117.2(16) . . ?
C8B C9B C10B 121.3(21) . . ?
C8B C9B H9B 119.3(11) . . ?
C10B C9B H9B 119.3(15) . . ?
C11B C10B C9B 105.8(17) . . ?
C11B C10B H10B 127.1(17) . . ?
C9B C10B H10B 127.1(15) . . ?
C12B C11B C10B 128.2(31) . . ?
C12B C11B H11B 115.9(20) . . ?
C10B C11B H11B 115.9(18) . . ?
C13B C12B C11B 121.4(33) . . ?
C13B C12B H12B 119.3(20) . . ?
C11B C12B H12B 119.3(20) . . ?
C12B C13B C8B 118.2(26) . . ?
C12B C13B H13B 120.9(19) . . ?
C8B C13B H13B 120.9(13) . . ?
C19B C14B C15B 117.8(11) . . ?
C19B C14B C3B 123.2(11) . . ?
C15B C14B C3B 118.9(10) . . ?
C16B C15B C14B 120.9(12) . . ?
C16B C15B C20B 116.9(12) . . ?
C14B C15B C20B 122.1(12) . . ?
C15B C16B C17B 119.9(13) . . ?
C15B C16B H16B 120.0(9) . . ?
C17B C16B H16B 120.0(8) . . ?
C18B C17B C16B 118.9(14) . . ?
C18B C17B C21B 121.8(15) . . ?
C16B C17B C21B 119.3(14) . . ?
C17B C18B C19B 124.4(15) . . ?
C17B C18B H18B 117.8(9) . . ?
C19B C18B H18B 117.8(9) . . ?
C14B C19B C18B 117.9(13) . . ?
C14B C19B C22B 123.1(12) . . ?
C18B C19B C22B 119.0(13) . . ?
C15B C20B H20D 109.5(7) . . ?
C15B C20B H20E 109.5(7) . . ?
H20D C20B H20E 109.5 . . ?
C15B C20B H20F 109.5(7) . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C17B C21B H21D 109.5(10) . . ?
C17B C21B H21E 109.5(8) . . ?
H21D C21B H21E 109.5 . . ?
C17B C21B H21F 109.5(9) . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C19B C22B H22D 109.5(8) . . ?
C19B C22B H22E 109.5(9) . . ?
H22D C22B H22E 109.5 . . ?
C19B C22B H22F 109.5(8) . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C25B C23B C24B 119.1(20) . . ?
C25B C23B N1B 110.3(14) . . ?
C24B C23B N1B 112.0(13) . . ?
C25B C23B C26B 105.6(18) . . ?
C24B C23B C26B 102.9(15) . . ?
N1B C23B C26B 105.5(15) . . ?
C23B C24B H24D 109.5(12) . . ?
C23B C24B H24E 109.5(12) . . ?
H24D C24B H24E 109.47(7) . . ?
C23B C24B H24F 109.5(9) . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
C23B C25B H25D 109.5(13) . . ?
C23B C25B H25E 109.5(11) . . ?
H25D C25B H25E 109.47(7) . . ?
C23B C25B H25F 109.5(15) . . ?
H25D C25B H25F 109.5 . . ?
H25E C25B H25F 109.5 . . ?
C23B C26B H26D 109.5(11) . . ?
C23B C26B H26E 109.5(11) . . ?
H26D C26B H26E 109.5 . . ?
C23B C26B H26F 109.5(10) . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.47(6) . . ?
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
N1A C1A 1.339(15) . ?
N1A C23A 1.44(2) . ?
N1A C3A 1.484(14) . ?
O1A C1A 1.233(13) . ?
C1A C2A 1.49(2) . ?
N2A C6A 1.327(14) . ?
N2A C4A 1.446(14) . ?
N2A H2A 0.86 . ?
O2A C6A 1.209(13) . ?
C2A C4A 1.536(15) . ?
C2A C3A 1.549(14) . ?
C2A H2A1 0.98 . ?
O3A C6A 1.353(12) . ?
O3A C7A 1.465(14) . ?
C3A C14A 1.519(14) . ?
C3A H3A 0.98 . ?
C4A C5A 1.54(2) . ?
C4A H4A 0.98 . ?
C5A H5A1 0.96 . ?
C5A H5A2 0.96 . ?
C5A H5A3 0.96 . ?
C7A C8A 1.48(2) . ?
C7A H7A1 0.97 . ?
C7A H7A2 0.97 . ?
C8A C9A 1.31(2) . ?
C8A C13A 1.38(2) . ?
C9A C10A 1.39(3) . ?
C9A H9A 0.93 . ?
C10A C11A 1.34(3) . ?
C10A H10A 0.93 . ?
C11A C12A 1.33(3) . ?
C11A H11A 0.93 . ?
C12A C13A 1.38(3) . ?
C12A H12A 0.93 . ?
C13A H13A 0.93 . ?
C14A C15A 1.39(2) . ?
C14A C19A 1.401(15) . ?
C15A C16A 1.40(2) . ?
C15A C20A 1.51(2) . ?
C16A C17A 1.38(2) . ?
C16A H16A 0.93 . ?
C17A C18A 1.37(2) . ?
C17A C21A 1.54(2) . ?
C18A C19A 1.41(2) . ?
C18A H18A 0.93 . ?
C19A C22A 1.524(15) . ?
C20A H20A 0.96 . ?
C20A H20B 0.96 . ?
C20A H20C 0.96 . ?
C21A H21A 0.96 . ?
C21A H21B 0.96 . ?
C21A H21C 0.96 . ?
C22A H22A 0.96 . ?
C22A H22B 0.96 . ?
C22A H22C 0.96 . ?
C23A C24A 1.47(2) . ?
C23A C25A 1.47(2) . ?
C23A C26A 1.50(2) . ?
C24A H24A 0.96 . ?
C24A H24B 0.96 . ?
C24A H24C 0.96 . ?
C25A H25A 0.96 . ?
C25A H25B 0.96 . ?
C25A H25C 0.96 . ?
C26A H26A 0.96 . ?
C26A H26B 0.96 . ?
C26A H26C 0.96 . ?
N1B C1B 1.351(14) . ?
N1B C23B 1.48(2) . ?
N1B C3B 1.501(13) . ?
O1B C1B 1.208(13) . ?
C1B C2B 1.52(2) . ?
N2B C6B 1.35(2) . ?
N2B C4B 1.468(13) . ?
N2B H2B 0.86 . ?
O2B C6B 1.189(13) . ?
C2B C4B 1.502(15) . ?
C2B C3B 1.547(15) . ?
C2B H2B1 0.98 . ?
O3B C6B 1.346(15) . ?
O3B C7B 1.450(15) . ?
C3B C14B 1.514(14) . ?
C3B H3B 0.98 . ?
C4B C5B 1.55(2) . ?
C4B H4B 0.98 . ?
C5B H5B1 0.96 . ?
C5B H5B2 0.96 . ?
C5B H5B3 0.96 . ?
C7B C8B 1.51(2) . ?
C7B H7B1 0.97 . ?
C7B H7B2 0.97 . ?
C8B C13B 1.33(2) . ?
C8B C9B 1.33(2) . ?
C9B C10B 1.54(3) . ?
C9B H9B 0.93 . ?
C10B C11B 1.43(4) . ?
C10B H10B 0.93 . ?
C11B C12B 1.33(3) . ?
C11B H11B 0.93 . ?
C12B C13B 1.31(3) . ?
C12B H12B 0.93 . ?
C13B H13B 0.93 . ?
C14B C19B 1.41(2) . ?
C14B C15B 1.42(2) . ?
C15B C16B 1.38(2) . ?
C15B C20B 1.50(2) . ?
C16B C17B 1.41(2) . ?
C16B H16B 0.93 . ?
C17B C18B 1.31(2) . ?
C17B C21B 1.55(2) . ?
C18B C19B 1.41(2) . ?
C18B H18B 0.93 . ?
C19B C22B 1.51(2) . ?
C20B H20D 0.96 . ?
C20B H20E 0.96 . ?
C20B H20F 0.96 . ?
C21B H21D 0.96 . ?
C21B H21E 0.96 . ?
C21B H21F 0.96 . ?
C22B H22D 0.96 . ?
C22B H22E 0.96 . ?
C22B H22F 0.96 . ?
C23B C25B 1.41(2) . ?
C23B C24B 1.45(2) . ?
C23B C26B 1.57(2) . ?
C24B H24D 0.96 . ?
C24B H24E 0.96 . ?
C24B H24F 0.96 . ?
C25B H25D 0.96 . ?
C25B H25E 0.96 . ?
C25B H25F 0.96 . ?
C26B H26D 0.96 . ?
C26B H26E 0.96 . ?
C26B H26F 0.96 . ?
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
C23A N1A C1A O1A 12.6(26) . . . . ?
C3A N1A C1A O1A 177.2(14) . . . . ?
C23A N1A C1A C2A -163.8(15) . . . . ?
C3A N1A C1A C2A 0.8(10) . . . . ?
O1A C1A C2A C4A -59.6(20) . . . . ?
N1A C1A C2A C4A 116.6(11) . . . . ?
O1A C1A C2A C3A -176.9(16) . . . . ?
N1A C1A C2A C3A -0.7(9) . . . . ?
C1A N1A C3A C14A 123.6(11) . . . . ?
C23A N1A C3A C14A -71.0(17) . . . . ?
C1A N1A C3A C2A -0.7(10) . . . . ?
C23A N1A C3A C2A 164.6(14) . . . . ?
C1A C2A C3A N1A 0.7(9) . . . . ?
C4A C2A C3A N1A -116.1(10) . . . . ?
C1A C2A C3A C14A -121.6(11) . . . . ?
C4A C2A C3A C14A 121.6(12) . . . . ?
C6A N2A C4A C2A -101.3(13) . . . . ?
C6A N2A C4A C5A 137.6(12) . . . . ?
C1A C2A C4A N2A -35.8(14) . . . . ?
C3A C2A C4A N2A 62.8(12) . . . . ?
C1A C2A C4A C5A 84.5(13) . . . . ?
C3A C2A C4A C5A -177.0(10) . . . . ?
C4A N2A C6A O2A -0.6(21) . . . . ?
C4A N2A C6A O3A -179.0(9) . . . . ?
C7A O3A C6A O2A -0.3(19) . . . . ?
C7A O3A C6A N2A 178.1(11) . . . . ?
C6A O3A C7A C8A 170.0(11) . . . . ?
O3A C7A C8A C9A 102.5(15) . . . . ?
O3A C7A C8A C13A -76.0(18) . . . . ?
C13A C8A C9A C10A -6.6(26) . . . . ?
C7A C8A C9A C10A 174.7(17) . . . . ?
C8A C9A C10A C11A 13.8(34) . . . . ?
C9A C10A C11A C12A -18.1(43) . . . . ?
C10A C11A C12A C13A 14.8(44) . . . . ?
C11A C12A C13A C8A -5.9(32) . . . . ?
C9A C8A C13A C12A 2.2(25) . . . . ?
C7A C8A C13A C12A -179.2(16) . . . . ?
N1A C3A C14A C15A -50.0(16) . . . . ?
C2A C3A C14A C15A 54.8(16) . . . . ?
N1A C3A C14A C19A 131.0(11) . . . . ?
C2A C3A C14A C19A -124.2(12) . . . . ?
C19A C14A C15A C16A -2.9(20) . . . . ?
C3A C14A C15A C16A 178.2(13) . . . . ?
C19A C14A C15A C20A 178.5(14) . . . . ?
C3A C14A C15A C20A -0.4(22) . . . . ?
C14A C15A C16A C17A 1.2(25) . . . . ?
C20A C15A C16A C17A 179.9(17) . . . . ?
C15A C16A C17A C18A 3.1(27) . . . . ?
C15A C16A C17A C21A -176.5(16) . . . . ?
C16A C17A C18A C19A -5.7(25) . . . . ?
C21A C17A C18A C19A 173.8(15) . . . . ?
C15A C14A C19A C18A 0.3(18) . . . . ?
C3A C14A C19A C18A 179.4(11) . . . . ?
C15A C14A C19A C22A -176.2(12) . . . . ?
C3A C14A C19A C22A 2.8(18) . . . . ?
C17A C18A C19A C14A 4.1(21) . . . . ?
C17A C18A C19A C22A -179.2(14) . . . . ?
C1A N1A C23A C24A 60.2(23) . . . . ?
C3A N1A C23A C24A -99.5(19) . . . . ?
C1A N1A C23A C25A -177.9(14) . . . . ?
C3A N1A C23A C25A 22.4(22) . . . . ?
C1A N1A C23A C26A -54.5(24) . . . . ?
C3A N1A C23A C26A 145.8(16) . . . . ?
C23B N1B C1B O1B 18.5(26) . . . . ?
C3B N1B C1B O1B 175.4(15) . . . . ?
C23B N1B C1B C2B -159.5(14) . . . . ?
C3B N1B C1B C2B -2.6(11) . . . . ?
O1B C1B C2B C4B -56.9(23) . . . . ?
N1B C1B C2B C4B 120.8(11) . . . . ?
O1B C1B C2B C3B -175.2(17) . . . . ?
N1B C1B C2B C3B 2.5(10) . . . . ?
C1B N1B C3B C14B 122.9(12) . . . . ?
C23B N1B C3B C14B -77.9(18) . . . . ?
C1B N1B C3B C2B 2.6(10) . . . . ?
C23B N1B C3B C2B 161.7(13) . . . . ?
C4B C2B C3B N1B -117.9(11) . . . . ?
C1B C2B C3B N1B -2.3(9) . . . . ?
C4B C2B C3B C14B 119.9(12) . . . . ?
C1B C2B C3B C14B -124.5(10) . . . . ?
C6B N2B C4B C2B -103.1(14) . . . . ?
C6B N2B C4B C5B 132.1(13) . . . . ?
C1B C2B C4B N2B -38.7(15) . . . . ?
C3B C2B C4B N2B 59.8(14) . . . . ?
C1B C2B C4B C5B 83.7(14) . . . . ?
C3B C2B C4B C5B -177.8(10) . . . . ?
C7B O3B C6B O2B -5.3(22) . . . . ?
C7B O3B C6B N2B 174.3(12) . . . . ?
C4B N2B C6B O2B 4.0(23) . . . . ?
C4B N2B C6B O3B -175.5(10) . . . . ?
C6B O3B C7B C8B -174.0(12) . . . . ?
O3B C7B C8B C13B -68.9(18) . . . . ?
O3B C7B C8B C9B 110.2(15) . . . . ?
C13B C8B C9B C10B -2.1(25) . . . . ?
C7B C8B C9B C10B 178.8(14) . . . . ?
C8B C9B C10B C11B 1.4(26) . . . . ?
C9B C10B C11B C12B -2.9(36) . . . . ?
C10B C11B C12B C13B 5.1(42) . . . . ?
C11B C12B C13B C8B -5.1(32) . . . . ?
C9B C8B C13B C12B 3.9(27) . . . . ?
C7B C8B C13B C12B -177.1(16) . . . . ?
N1B C3B C14B C19B -49.4(18) . . . . ?
C2B C3B C14B C19B 53.6(15) . . . . ?
N1B C3B C14B C15B 135.0(12) . . . . ?
C2B C3B C14B C15B -122.0(12) . . . . ?
C19B C14B C15B C16B -2.4(19) . . . . ?
C3B C14B C15B C16B 173.4(11) . . . . ?
C19B C14B C15B C20B 178.9(12) . . . . ?
C3B C14B C15B C20B -5.3(19) . . . . ?
C14B C15B C16B C17B 0.5(19) . . . . ?
C20B C15B C16B C17B 179.2(12) . . . . ?
C15B C16B C17B C18B 2.9(21) . . . . ?
C15B C16B C17B C21B -177.3(13) . . . . ?
C16B C17B C18B C19B -4.5(24) . . . . ?
C21B C17B C18B C19B 175.8(15) . . . . ?
C15B C14B C19B C18B 1.1(19) . . . . ?
C3B C14B C19B C18B -174.5(12) . . . . ?
C15B C14B C19B C22B -180.0(13) . . . . ?
C3B C14B C19B C22B 4.4(21) . . . . ?
C17B C18B C19B C14B 2.5(24) . . . . ?
C17B C18B C19B C22B -176.6(16) . . . . ?
C1B N1B C23B C25B 41.2(25) . . . . ?
C3B N1B C23B C25B -109.2(19) . . . . ?
C1B N1B C23B C24B 176.4(16) . . . . ?
C3B N1B C23B C24B 26.0(22) . . . . ?
C1B N1B C23B C26B -72.4(20) . . . . ?
C3B N1B C23B C26B 137.2(13) . . . . ?
