#------------------------------------------------------------------------------
#$Date: 2022-06-06 04:58:00 +0300 (Mon, 06 Jun 2022) $
#$Revision: 275812 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/14/7061473.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_7061473
loop_
_publ_author_name
'Shao, Ying'
'Tian, Shijie'
'Zhu, Jie'
'Tang, Shengbiao'
'Sun, Jiangtao'
_publ_section_title
;
 Diastereoselective formation of β-lactams via a three-component reaction
;
_journal_issue                   21
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9989
_journal_page_last               9993
_journal_paper_doi               10.1039/D2NJ01129H
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C25 H20 Cl N O3'
_chemical_formula_sum            'C25 H20 Cl N O3'
_chemical_formula_weight         417.87
_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             2020-10-18
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2022-02-16 deposited with the CCDC.	2022-05-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.918(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.1104(10)
_cell_length_b                   16.7231(10)
_cell_length_c                   13.9585(9)
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    196.15
_cell_measurement_theta_max      27.460
_cell_measurement_theta_min      2.549
_cell_volume                     4166.9(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      196.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0795
_diffrn_reflns_av_unetI/netI     0.0712
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            35429
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         1.981
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1367 before and 0.0867 after correction.
The Ratio of minimum to maximum transmission is 0.8666.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     543
_refine_ls_number_reflns         9535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0640
_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)+(0.0383P)²+2.9678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1322
_refine_ls_wR_factor_ref         0.1442
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7205
_reflns_number_total             9535
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj01129h2.cif
_cod_data_source_block           c
_cod_depositor_comments
'Adding full bibliography for 7061473--7061474.cif.'
_cod_database_code               7061473
_shelx_shelxl_version_number     2018/3
_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   0.975
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C33(H33)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C36(H36), C37(H37),
 C38(H38), C39(H39), C40(H40), C42(H42), C44(H44), C45(H45), C46(H46), C47(H47),
  C48(H48)
2.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C50(H50A,H50B,H50C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl1 Cl 0.28426(4) 0.74465(5) 0.69367(6) 0.0474(2) Uani 1 1 d . . . . .
O1 O 0.44938(10) 0.54038(10) 0.89389(15) 0.0365(4) Uani 1 1 d . . . . .
O2 O 0.45305(9) 0.65710(10) 0.97394(13) 0.0285(4) Uani 1 1 d . . . . .
O3 O 0.54160(10) 0.83697(10) 0.89021(14) 0.0363(4) Uani 1 1 d . . . . .
N1 N 0.57793(10) 0.70808(11) 0.95874(15) 0.0229(4) Uani 1 1 d . . . . .
C1 C 0.64045(13) 0.78780(16) 1.1102(2) 0.0312(6) Uani 1 1 d . . . . .
H1 H 0.635324 0.833720 1.068143 0.037 Uiso 1 1 calc R U . . .
C2 C 0.67406(14) 0.79380(18) 1.2155(2) 0.0374(6) Uani 1 1 d . . . . .
H2 H 0.690802 0.844421 1.245980 0.045 Uiso 1 1 calc R U . . .
C3 C 0.68352(15) 0.7272(2) 1.2767(2) 0.0445(7) Uani 1 1 d . . . . .
H3 H 0.707671 0.731447 1.348916 0.053 Uiso 1 1 calc R U . . .
C4 C 0.65755(16) 0.65400(19) 1.2321(2) 0.0440(7) Uani 1 1 d . . . . .
H4 H 0.663768 0.608025 1.274293 0.053 Uiso 1 1 calc R U . . .
C5 C 0.62261(14) 0.64661(16) 1.1268(2) 0.0331(6) Uani 1 1 d . . . . .
H5 H 0.604764 0.596108 1.096894 0.040 Uiso 1 1 calc R U . . .
C6 C 0.61409(12) 0.71366(14) 1.06612(18) 0.0247(5) Uani 1 1 d . . . . .
C7 C 0.54163(12) 0.63925(13) 0.89375(17) 0.0206(5) Uani 1 1 d . . . . .
C8 C 0.47689(12) 0.60433(14) 0.92090(17) 0.0226(5) Uani 1 1 d . . . . .
C9 C 0.59252(12) 0.57711(13) 0.87456(17) 0.0221(5) Uani 1 1 d . . . . .
C10 C 0.66944(13) 0.57784(14) 0.92745(18) 0.0260(5) Uani 1 1 d . . . . .
H10 H 0.690891 0.616358 0.979768 0.031 Uiso 1 1 calc R U . . .
C11 C 0.71514(14) 0.52232(16) 0.9040(2) 0.0326(6) Uani 1 1 d . . . . .
H11 H 0.767654 0.522733 0.940721 0.039 Uiso 1 1 calc R U . . .
C12 C 0.68443(15) 0.46682(16) 0.8277(2) 0.0347(6) Uani 1 1 d . . . . .
H12 H 0.715799 0.429159 0.811603 0.042 Uiso 1 1 calc R U . . .
C13 C 0.60805(15) 0.46581(16) 0.7744(2) 0.0340(6) Uani 1 1 d . . . . .
H13 H 0.586975 0.427457 0.721778 0.041 Uiso 1 1 calc R U . . .
C14 C 0.56216(13) 0.52056(14) 0.79769(18) 0.0281(5) Uani 1 1 d . . . . .
H14 H 0.509660 0.519535 0.760983 0.034 Uiso 1 1 calc R U . . .
C15 C 0.54298(13) 0.76520(14) 0.88616(18) 0.0258(5) Uani 1 1 d . . . . .
C16 C 0.50980(12) 0.70254(13) 0.80350(17) 0.0226(5) Uani 1 1 d . . . . .
H16 H 0.540281 0.700091 0.758366 0.027 Uiso 1 1 calc R U . . .
C17 C 0.37943(13) 0.74486(15) 0.7620(2) 0.0302(5) Uani 1 1 d . . . . .
H17 H 0.398162 0.778985 0.820016 0.036 Uiso 1 1 calc R U . . .
C18 C 0.42779(12) 0.69980(14) 0.73769(17) 0.0239(5) Uani 1 1 d . . . . .
C19 C 0.40849(12) 0.64241(14) 0.65136(18) 0.0244(5) Uani 1 1 d . . . . .
C20 C 0.44536(14) 0.64529(15) 0.58186(19) 0.0303(5) Uani 1 1 d . . . . .
H20 H 0.479452 0.687646 0.586054 0.036 Uiso 1 1 calc R U . . .
C21 C 0.43338(15) 0.58767(17) 0.5067(2) 0.0384(6) Uani 1 1 d . . . . .
H21 H 0.458921 0.590738 0.459590 0.046 Uiso 1 1 calc R U . . .
C22 C 0.38408(16) 0.52550(17) 0.5002(2) 0.0404(7) Uani 1 1 d . . . . .
H22 H 0.376329 0.485274 0.449396 0.049 Uiso 1 1 calc R U . . .
C23 C 0.34644(15) 0.52218(16) 0.5675(2) 0.0394(6) Uani 1 1 d . . . . .
H23 H 0.312155 0.479830 0.562386 0.047 Uiso 1 1 calc R U . . .
C24 C 0.35789(13) 0.57977(16) 0.64254(19) 0.0315(6) Uani 1 1 d . . . . .
H24 H 0.331297 0.576871 0.688393 0.038 Uiso 1 1 calc R U . . .
C25 C 0.38692(15) 0.63341(17) 0.9952(2) 0.0405(7) Uani 1 1 d . . . . .
H25A H 0.343536 0.632088 0.930947 0.061 Uiso 1 1 calc R U . . .
H25B H 0.377798 0.671973 1.042253 0.061 Uiso 1 1 calc R U . . .
H25C H 0.394788 0.580170 1.026565 0.061 Uiso 1 1 calc R U . . .
Cl2 Cl 0.23184(3) 0.71862(4) 0.41900(6) 0.03892(17) Uani 1 1 d . . . . .
O4 O 0.06552(11) 0.95552(10) 0.45743(15) 0.0406(5) Uani 1 1 d . . . . .
O5 O 0.06510(9) 0.83997(10) 0.53762(13) 0.0279(4) Uani 1 1 d . . . . .
O6 O -0.02314(11) 0.65417(10) 0.37890(17) 0.0441(5) Uani 1 1 d . . . . .
N2 N -0.05873(10) 0.78539(11) 0.40181(15) 0.0232(4) Uani 1 1 d . . . . .
C26 C -0.04226(14) 0.96433(15) 0.2430(2) 0.0320(6) Uani 1 1 d . . . . .
H26 H 0.010381 0.966272 0.259010 0.038 Uiso 1 1 calc R U . . .
C27 C -0.08829(15) 1.01419(16) 0.1686(2) 0.0358(6) Uani 1 1 d . . . . .
H27 H -0.067257 1.049775 0.133166 0.043 Uiso 1 1 calc R U . . .
C28 C -0.16483(15) 1.01281(15) 0.1452(2) 0.0351(6) Uani 1 1 d . . . . .
H28 H -0.196507 1.046994 0.093508 0.042 Uiso 1 1 calc R U . . .
C29 C -0.19502(13) 0.96141(15) 0.19754(19) 0.0300(5) Uani 1 1 d . . . . .
H29 H -0.247555 0.961073 0.182754 0.036 Uiso 1 1 calc R U . . .
C30 C -0.14895(13) 0.91018(14) 0.27169(18) 0.0259(5) Uani 1 1 d . . . . .
H30 H -0.170230 0.874405 0.306614 0.031 Uiso 1 1 calc R U . . .
C31 C -0.07212(12) 0.91098(13) 0.29502(17) 0.0222(5) Uani 1 1 d . . . . .
C32 C -0.02159(12) 0.85193(13) 0.36881(18) 0.0217(5) Uani 1 1 d . . . . .
C33 C 0.01147(12) 0.78494(13) 0.31527(18) 0.0243(5) Uani 1 1 d . . . . .
H33 H -0.017669 0.784763 0.239844 0.029 Uiso 1 1 calc R U . . .
C34 C -0.02388(13) 0.72580(14) 0.3681(2) 0.0289(5) Uani 1 1 d . . . . .
C35 C -0.09610(12) 0.78428(14) 0.47286(18) 0.0251(5) Uani 1 1 d . . . . .
C36 C -0.10130(14) 0.85306(15) 0.5250(2) 0.0321(6) Uani 1 1 d . . . . .
H36 H -0.080111 0.901646 0.512767 0.039 Uiso 1 1 calc R U . . .
C37 C -0.13745(15) 0.85088(18) 0.5950(2) 0.0402(7) Uani 1 1 d . . . . .
H37 H -0.140189 0.897900 0.631697 0.048 Uiso 1 1 calc R U . . .
C38 C -0.16956(16) 0.7809(2) 0.6119(2) 0.0470(8) Uani 1 1 d . . . . .
H38 H -0.194882 0.779717 0.659389 0.056 Uiso 1 1 calc R U . . .
C39 C -0.16457(16) 0.7128(2) 0.5595(2) 0.0471(8) Uani 1 1 d . . . . .
H39 H -0.186691 0.664663 0.571182 0.057 Uiso 1 1 calc R U . . .
C40 C -0.12784(14) 0.71301(16) 0.4898(2) 0.0357(6) Uani 1 1 d . . . . .
H40 H -0.124378 0.665572 0.454293 0.043 Uiso 1 1 calc R U . . .
C41 C 0.09396(13) 0.78352(14) 0.33304(18) 0.0247(5) Uani 1 1 d . . . . .
C42 C 0.13731(13) 0.72997(15) 0.39656(19) 0.0286(5) Uani 1 1 d . . . . .
H42 H 0.115192 0.695655 0.432021 0.034 Uiso 1 1 calc R U . . .
C43 C 0.12014(13) 0.84441(14) 0.27581(19) 0.0268(5) Uani 1 1 d . . . . .
C44 C 0.17637(14) 0.89825(15) 0.3281(2) 0.0341(6) Uani 1 1 d . . . . .
H44 H 0.200377 0.893984 0.400409 0.041 Uiso 1 1 calc R U . . .
C45 C 0.19751(17) 0.95826(18) 0.2750(3) 0.0501(8) Uani 1 1 d . . . . .
H45 H 0.236010 0.994690 0.311248 0.060 Uiso 1 1 calc R U . . .
C46 C 0.1634(2) 0.9652(2) 0.1711(3) 0.0586(10) Uani 1 1 d . . . . .
H46 H 0.177886 1.006526 0.135367 0.070 Uiso 1 1 calc R U . . .
C47 C 0.1075(2) 0.9118(2) 0.1181(3) 0.0559(9) Uani 1 1 d . . . . .
H47 H 0.083775 0.916537 0.045805 0.067 Uiso 1 1 calc R U . . .
C48 C 0.08606(16) 0.85178(18) 0.1700(2) 0.0391(6) Uani 1 1 d . . . . .
H48 H 0.047816 0.815303 0.133129 0.047 Uiso 1 1 calc R U . . .
C49 C 0.04075(12) 0.89039(14) 0.45918(18) 0.0231(5) Uani 1 1 d . . . . .
C50 C 0.12305(15) 0.87087(18) 0.6278(2) 0.0440(7) Uani 1 1 d . . . . .
H50A H 0.168469 0.880804 0.612400 0.066 Uiso 1 1 calc R U . . .
H50B H 0.133962 0.831787 0.683558 0.066 Uiso 1 1 calc R U . . .
H50C H 0.106079 0.920992 0.648688 0.066 Uiso 1 1 calc R U . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 C25 115.32(19) . . ?
C6 N1 C7 130.42(19) . . ?
C15 N1 C6 131.3(2) . . ?
C15 N1 C7 95.19(17) . . ?
C2 C1 H1 120.3 . . ?
C2 C1 C6 119.4(3) . . ?
C6 C1 H1 120.3 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.1(3) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 N1 119.3(2) . . ?
C5 C6 N1 120.3(2) . . ?
C5 C6 C1 120.4(2) . . ?
N1 C7 C8 112.87(18) . . ?
N1 C7 C9 117.01(18) . . ?
N1 C7 C16 86.03(16) . . ?
C8 C7 C16 109.58(17) . . ?
C9 C7 C8 114.15(18) . . ?
C9 C7 C16 113.93(18) . . ?
O1 C8 O2 124.8(2) . . ?
O1 C8 C7 124.6(2) . . ?
O2 C8 C7 110.57(19) . . ?
C10 C9 C7 121.7(2) . . ?
C10 C9 C14 119.1(2) . . ?
C14 C9 C7 119.1(2) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.1(2) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.1(2) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.4(2) . . ?
C13 C14 H14 119.8 . . ?
O3 C15 N1 132.1(2) . . ?
O3 C15 C16 135.5(2) . . ?
N1 C15 C16 92.39(18) . . ?
C7 C16 H16 109.1 . . ?
C15 C16 C7 85.38(17) . . ?
C15 C16 H16 109.1 . . ?
C18 C16 C7 118.86(18) . . ?
C18 C16 C15 123.00(19) . . ?
C18 C16 H16 109.1 . . ?
Cl1 C17 H17 118.3 . . ?
C18 C17 Cl1 123.4(2) . . ?
C18 C17 H17 118.3 . . ?
C17 C18 C16 119.6(2) . . ?
C17 C18 C19 125.6(2) . . ?
C19 C18 C16 114.72(19) . . ?
C20 C19 C18 120.3(2) . . ?
C20 C19 C24 118.1(2) . . ?
C24 C19 C18 121.3(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.2(2) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.9(2) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.8(3) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.7(2) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C49 O5 C50 115.2(2) . . ?
C34 N2 C32 95.39(17) . . ?
C34 N2 C35 131.3(2) . . ?
C35 N2 C32 130.32(19) . . ?
C27 C26 H26 119.7 . . ?
C27 C26 C31 120.7(2) . . ?
C31 C26 H26 119.7 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.5(2) . . ?
C29 C28 H28 120.2 . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.3(2) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.4(2) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 C32 119.7(2) . . ?
C30 C31 C26 118.7(2) . . ?
C30 C31 C32 121.5(2) . . ?
N2 C32 C31 116.46(18) . . ?
N2 C32 C33 86.10(16) . . ?
N2 C32 C49 112.19(18) . . ?
C31 C32 C33 113.89(19) . . ?
C31 C32 C49 114.11(18) . . ?
C49 C32 C33 110.99(17) . . ?
C32 C33 H33 109.3 . . ?
C34 C33 C32 84.91(17) . . ?
C34 C33 H33 109.3 . . ?
C41 C33 C32 119.99(18) . . ?
C41 C33 H33 109.3 . . ?
C41 C33 C34 121.8(2) . . ?
O6 C34 N2 131.6(2) . . ?
O6 C34 C33 135.7(2) . . ?
N2 C34 C33 92.74(18) . . ?
C36 C35 N2 120.5(2) . . ?
C36 C35 C40 120.3(2) . . ?
C40 C35 N2 119.3(2) . . ?
C35 C36 H36 120.1 . . ?
C35 C36 C37 119.8(2) . . ?
C37 C36 H36 120.1 . . ?
C36 C37 H37 119.8 . . ?
C38 C37 C36 120.5(3) . . ?
C38 C37 H37 119.8 . . ?
C37 C38 H38 120.3 . . ?
C39 C38 C37 119.4(3) . . ?
C39 C38 H38 120.3 . . ?
C38 C39 H39 119.4 . . ?
C38 C39 C40 121.3(3) . . ?
C40 C39 H39 119.4 . . ?
C35 C40 H40 120.7 . . ?
C39 C40 C35 118.7(3) . . ?
C39 C40 H40 120.7 . . ?
C42 C41 C33 119.3(2) . . ?
C42 C41 C43 125.0(2) . . ?
C43 C41 C33 115.7(2) . . ?
Cl2 C42 H42 118.0 . . ?
C41 C42 Cl2 124.0(2) . . ?
C41 C42 H42 118.0 . . ?
C44 C43 C41 120.4(2) . . ?
C48 C43 C41 120.8(2) . . ?
C48 C43 C44 118.8(2) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 C43 120.2(3) . . ?
C45 C44 H44 119.9 . . ?
C44 C45 H45 119.7 . . ?
C46 C45 C44 120.5(3) . . ?
C46 C45 H45 119.7 . . ?
C45 C46 H46 120.1 . . ?
C45 C46 C47 119.8(3) . . ?
C47 C46 H46 120.1 . . ?
C46 C47 H47 119.9 . . ?
C48 C47 C46 120.2(3) . . ?
C48 C47 H47 119.9 . . ?
C43 C48 H48 119.8 . . ?
C47 C48 C43 120.5(3) . . ?
C47 C48 H48 119.8 . . ?
O4 C49 O5 124.9(2) . . ?
O4 C49 C32 124.4(2) . . ?
O5 C49 C32 110.65(19) . . ?
O5 C50 H50A 109.5 . . ?
O5 C50 H50B 109.5 . . ?
O5 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
Cl1 C17 1.726(2) . ?
O1 C8 1.192(3) . ?
O2 C8 1.332(3) . ?
O2 C25 1.452(3) . ?
O3 C15 1.202(3) . ?
N1 C6 1.412(3) . ?
N1 C7 1.476(3) . ?
N1 C15 1.379(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(4) . ?
C1 C6 1.396(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(3) . ?
C7 C8 1.533(3) . ?
C7 C9 1.511(3) . ?
C7 C16 1.591(3) . ?
C9 C10 1.390(3) . ?
C9 C14 1.392(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.520(3) . ?
C16 H16 1.0000 . ?
C16 C18 1.508(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.327(3) . ?
C18 C19 1.481(3) . ?
C19 C20 1.389(3) . ?
C19 C24 1.401(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.373(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(4) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
Cl2 C42 1.730(2) . ?
O4 C49 1.191(3) . ?
O5 C49 1.328(3) . ?
O5 C50 1.443(3) . ?
O6 C34 1.207(3) . ?
N2 C32 1.479(3) . ?
N2 C34 1.372(3) . ?
N2 C35 1.414(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.376(3) . ?
C26 C31 1.395(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.381(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.380(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.386(3) . ?
C31 C32 1.503(3) . ?
C32 C33 1.597(3) . ?
C32 C49 1.533(3) . ?
C33 H33 1.0000 . ?
C33 C34 1.528(3) . ?
C33 C41 1.506(3) . ?
C35 C36 1.383(3) . ?
C35 C40 1.395(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.384(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.381(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.375(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.388(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.323(3) . ?
C41 C43 1.487(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.392(4) . ?
C43 C48 1.391(4) . ?
C44 H44 0.9500 . ?
C44 C45 1.391(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.366(5) . ?
C46 H46 0.9500 . ?
C46 C47 1.386(5) . ?
C47 H47 0.9500 . ?
C47 C48 1.383(4) . ?
C48 H48 0.9500 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
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
Cl1 C17 C18 C16 -178.54(17) . . . . ?
Cl1 C17 C18 C19 -1.1(4) . . . . ?
O3 C15 C16 C7 -173.2(3) . . . . ?
O3 C15 C16 C18 -51.5(4) . . . . ?
N1 C7 C8 O1 -164.4(2) . . . . ?
N1 C7 C8 O2 19.0(3) . . . . ?
N1 C7 C9 C10 9.4(3) . . . . ?
N1 C7 C9 C14 -166.7(2) . . . . ?
N1 C7 C16 C15 -7.01(15) . . . . ?
N1 C7 C16 C18 -132.4(2) . . . . ?
N1 C15 C16 C7 7.50(16) . . . . ?
N1 C15 C16 C18 129.2(2) . . . . ?
C1 C2 C3 C4 -1.4(4) . . . . ?
C2 C1 C6 N1 178.3(2) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C4 C5 C6 N1 -179.3(2) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C6 N1 C7 C8 59.4(3) . . . . ?
C6 N1 C7 C9 -76.1(3) . . . . ?
C6 N1 C7 C16 169.0(2) . . . . ?
C6 N1 C15 O3 11.5(4) . . . . ?
C6 N1 C15 C16 -169.1(2) . . . . ?
C6 C1 C2 C3 1.8(4) . . . . ?
C7 N1 C6 C1 -176.3(2) . . . . ?
C7 N1 C6 C5 3.1(3) . . . . ?
C7 N1 C15 O3 172.6(3) . . . . ?
C7 N1 C15 C16 -8.09(18) . . . . ?
C7 C9 C10 C11 -176.5(2) . . . . ?
C7 C9 C14 C13 176.3(2) . . . . ?
C7 C16 C18 C17 93.1(3) . . . . ?
C7 C16 C18 C19 -84.6(2) . . . . ?
C8 C7 C9 C10 -125.5(2) . . . . ?
C8 C7 C9 C14 58.4(3) . . . . ?
C8 C7 C16 C15 105.87(19) . . . . ?
C8 C7 C16 C18 -19.5(3) . . . . ?
C9 C7 C8 O1 -27.6(3) . . . . ?
C9 C7 C8 O2 155.86(18) . . . . ?
C9 C7 C16 C15 -124.87(19) . . . . ?
C9 C7 C16 C18 109.7(2) . . . . ?
C9 C10 C11 C12 0.5(4) . . . . ?
C10 C9 C14 C13 0.1(4) . . . . ?
C10 C11 C12 C13 -0.3(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C12 C13 C14 C9 0.2(4) . . . . ?
C14 C9 C10 C11 -0.4(3) . . . . ?
C15 N1 C6 C1 -21.4(3) . . . . ?
C15 N1 C6 C5 157.9(2) . . . . ?
C15 N1 C7 C8 -101.9(2) . . . . ?
C15 N1 C7 C9 122.6(2) . . . . ?
C15 N1 C7 C16 7.74(17) . . . . ?
C15 C16 C18 C17 -11.3(3) . . . . ?
C15 C16 C18 C19 171.0(2) . . . . ?
C16 C7 C8 O1 101.6(3) . . . . ?
C16 C7 C8 O2 -75.0(2) . . . . ?
C16 C7 C9 C10 107.6(2) . . . . ?
C16 C7 C9 C14 -68.6(3) . . . . ?
C16 C18 C19 C20 -53.8(3) . . . . ?
C16 C18 C19 C24 120.5(2) . . . . ?
C17 C18 C19 C20 128.7(3) . . . . ?
C17 C18 C19 C24 -57.1(3) . . . . ?
C18 C19 C20 C21 173.7(2) . . . . ?
C18 C19 C24 C23 -173.4(2) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C20 C19 C24 C23 1.0(4) . . . . ?
C20 C21 C22 C23 1.1(4) . . . . ?
C21 C22 C23 C24 -0.8(4) . . . . ?
C22 C23 C24 C19 -0.3(4) . . . . ?
C24 C19 C20 C21 -0.7(4) . . . . ?
C25 O2 C8 O1 -2.4(3) . . . . ?
C25 O2 C8 C7 174.18(19) . . . . ?
N2 C32 C33 C34 -6.43(16) . . . . ?
N2 C32 C33 C41 -130.5(2) . . . . ?
N2 C32 C49 O4 -160.3(2) . . . . ?
N2 C32 C49 O5 22.2(2) . . . . ?
N2 C35 C36 C37 -179.4(2) . . . . ?
N2 C35 C40 C39 -179.8(2) . . . . ?
C26 C27 C28 C29 0.5(4) . . . . ?
C26 C31 C32 N2 -165.8(2) . . . . ?
C26 C31 C32 C33 -67.9(3) . . . . ?
C26 C31 C32 C49 61.0(3) . . . . ?
C27 C26 C31 C30 -1.2(4) . . . . ?
C27 C26 C31 C32 174.4(2) . . . . ?
C27 C28 C29 C30 -1.4(4) . . . . ?
C28 C29 C30 C31 1.0(4) . . . . ?
C29 C30 C31 C26 0.3(3) . . . . ?
C29 C30 C31 C32 -175.1(2) . . . . ?
C30 C31 C32 N2 9.6(3) . . . . ?
C30 C31 C32 C33 107.5(2) . . . . ?
C30 C31 C32 C49 -123.6(2) . . . . ?
C31 C26 C27 C28 0.8(4) . . . . ?
C31 C32 C33 C34 -123.71(19) . . . . ?
C31 C32 C33 C41 112.2(2) . . . . ?
C31 C32 C49 O4 -25.0(3) . . . . ?
C31 C32 C49 O5 157.46(18) . . . . ?
C32 N2 C34 O6 172.2(3) . . . . ?
C32 N2 C34 C33 -7.49(18) . . . . ?
C32 N2 C35 C36 -0.8(4) . . . . ?
C32 N2 C35 C40 179.1(2) . . . . ?
C32 C33 C34 O6 -172.7(3) . . . . ?
C32 C33 C34 N2 6.93(17) . . . . ?
C32 C33 C41 C42 103.4(3) . . . . ?
C32 C33 C41 C43 -76.6(3) . . . . ?
C33 C32 C49 O4 105.3(3) . . . . ?
C33 C32 C49 O5 -72.2(2) . . . . ?
C33 C41 C42 Cl2 176.70(17) . . . . ?
C33 C41 C43 C44 123.0(2) . . . . ?
C33 C41 C43 C48 -53.2(3) . . . . ?
C34 N2 C32 C31 122.0(2) . . . . ?
C34 N2 C32 C33 7.17(18) . . . . ?
C34 N2 C32 C49 -103.9(2) . . . . ?
C34 N2 C35 C36 154.5(2) . . . . ?
C34 N2 C35 C40 -25.6(4) . . . . ?
C34 C33 C41 C42 -0.4(3) . . . . ?
C34 C33 C41 C43 179.6(2) . . . . ?
C35 N2 C32 C31 -76.4(3) . . . . ?
C35 N2 C32 C33 168.8(2) . . . . ?
C35 N2 C32 C49 57.7(3) . . . . ?
C35 N2 C34 O6 10.8(4) . . . . ?
C35 N2 C34 C33 -168.9(2) . . . . ?
C35 C36 C37 C38 -1.2(4) . . . . ?
C36 C35 C40 C39 0.1(4) . . . . ?
C36 C37 C38 C39 0.8(4) . . . . ?
C37 C38 C39 C40 0.0(4) . . . . ?
C38 C39 C40 C35 -0.5(4) . . . . ?
C40 C35 C36 C37 0.7(4) . . . . ?
C41 C33 C34 O6 -50.3(4) . . . . ?
C41 C33 C34 N2 129.3(2) . . . . ?
C41 C43 C44 C45 -176.0(2) . . . . ?
C41 C43 C48 C47 175.8(2) . . . . ?
C42 C41 C43 C44 -57.0(3) . . . . ?
C42 C41 C43 C48 126.9(3) . . . . ?
C43 C41 C42 Cl2 -3.3(4) . . . . ?
C43 C44 C45 C46 0.1(4) . . . . ?
C44 C43 C48 C47 -0.4(4) . . . . ?
C44 C45 C46 C47 -0.3(5) . . . . ?
C45 C46 C47 C48 0.2(5) . . . . ?
C46 C47 C48 C43 0.2(4) . . . . ?
C48 C43 C44 C45 0.2(4) . . . . ?
C49 C32 C33 C34 105.85(19) . . . . ?
C49 C32 C33 C41 -18.2(3) . . . . ?
C50 O5 C49 O4 3.7(3) . . . . ?
C50 O5 C49 C32 -178.8(2) . . . . ?
