#------------------------------------------------------------------------------
#$Date: 2023-07-05 08:08:30 +0200 (Wed 05 de Jul de 2023) $
#$Revision: 284819 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/69/7246993.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_7246993
loop_
_publ_author_name
'Tajik, Maryam'
'Shiri, Morteza'
'Hussain, Faiq H. S.'
'Lotfi Nosood, Yazdanbakhsh'
'Baeiszadeh, Behnaz'
'Amini, Zahra'
'Bikas, Rahman'
'Pyra, Anna'
_publ_section_title
;
 Highly regioselective and diastereoselective synthesis of novel
 pyrazinoindolones via a base-mediated Ugi-N-alkylation
 sequence.
;
_journal_issue                   25
_journal_name_full               'RSC advances'
_journal_page_first              16963
_journal_page_last               16969
_journal_paper_doi               10.1039/d3ra02065g
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C32 H32 Cl N3 O3'
_chemical_formula_sum            'C32 H32 Cl N3 O3'
_chemical_formula_weight         542.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2023-04-01 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.04(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.155(9)
_cell_length_b                   6.9777(18)
_cell_length_c                   30.372(14)
_cell_measurement_reflns_used    8663
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      50
_cell_measurement_theta_min      2
_cell_volume                     5458(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_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  0.0931
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32621
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         73.435
_diffrn_reflns_theta_min         2.059
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.549
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.548
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_description       needle
_exptl_crystal_F_000             2288
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.00066(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     742
_refine_ls_number_reflns         10338
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1308
_refine_ls_R_factor_gt           0.0888
_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)+(0.1738P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2463
_refine_ls_wR_factor_ref         0.2780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6331
_reflns_number_total             10338
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra02065g2.cif
_cod_data_source_block           tmb2a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'direct methods' was
changed to 'direct'.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               7246993
_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_min   0.654
_shelx_estimated_absorpt_t_max   0.970
_oxdiff_exptl_absorpt_empirical_full_min 0.599
_oxdiff_exptl_absorpt_empirical_full_max 1.617
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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 0.48801(4) 0.23719(16) 0.52625(4) 0.0480(3) Uani 1 1 d . . . . .
C1A C 0.42386(17) 0.2941(6) 0.52868(16) 0.0403(10) Uani 1 1 d . . . . .
C2A C 0.38689(18) 0.2740(6) 0.49037(17) 0.0449(11) Uani 1 1 d . . . . .
H2A H 0.3965 0.2283 0.4635 0.054 Uiso 1 1 calc R U . . .
C3A C 0.33535(17) 0.3214(6) 0.49158(17) 0.0440(11) Uani 1 1 d . . . . .
H3A H 0.3099 0.3126 0.4652 0.053 Uiso 1 1 calc R U . . .
C4A C 0.32155(17) 0.3812(6) 0.53115(17) 0.0457(11) Uani 1 1 d . . . . .
H4A H 0.2863 0.4110 0.5320 0.055 Uiso 1 1 calc R U . . .
C5A C 0.35799(16) 0.3985(6) 0.56942(16) 0.0395(10) Uani 1 1 d . . . . .
H5A H 0.3478 0.4401 0.5964 0.047 Uiso 1 1 calc R U . . .
C6A C 0.41000(15) 0.3550(6) 0.56877(15) 0.0358(9) Uani 1 1 d . . . . .
N1A N 0.44858(12) 0.3861(5) 0.60732(12) 0.0348(8) Uani 1 1 d . . . . .
C7A C 0.47151(16) 0.2368(6) 0.63180(15) 0.0384(10) Uani 1 1 d . . . . .
O1A O 0.46066(11) 0.0672(4) 0.62128(11) 0.0418(7) Uani 1 1 d . . . . .
C8A C 0.51222(16) 0.2873(7) 0.66995(16) 0.0412(10) Uani 1 1 d . . . . .
C9A C 0.53805(17) 0.1715(7) 0.70220(16) 0.0477(11) Uani 1 1 d . . . . .
H9A H 0.5324 0.0384 0.7058 0.057 Uiso 1 1 calc R U . . .
C10A C 0.57551(18) 0.2897(8) 0.72972(16) 0.0517(12) Uani 1 1 d . . . . .
C11A C 0.6141(2) 0.2555(10) 0.76737(18) 0.0656(16) Uani 1 1 d . . . . .
H11A H 0.6189 0.1305 0.7798 0.079 Uiso 1 1 calc R U . . .
C12A C 0.6447(2) 0.4046(12) 0.7859(2) 0.089(2) Uani 1 1 d . . . . .
H12A H 0.6710 0.3819 0.8111 0.106 Uiso 1 1 calc R U . . .
C13A C 0.6374(3) 0.5908(11) 0.7681(2) 0.086(2) Uani 1 1 d . . . . .
H13A H 0.6587 0.6920 0.7819 0.103 Uiso 1 1 calc R U . . .
C14A C 0.6006(2) 0.6297(9) 0.73153(19) 0.0627(15) Uani 1 1 d . . . . .
H14A H 0.5961 0.7555 0.7195 0.075 Uiso 1 1 calc R U . . .
C15A C 0.56962(17) 0.4762(8) 0.71227(16) 0.0475(11) Uani 1 1 d . . . . .
N2A N 0.53061(13) 0.4725(5) 0.67552(12) 0.0409(9) Uani 1 1 d . . . . .
C16A C 0.51135(16) 0.6245(6) 0.64395(15) 0.0411(10) Uani 1 1 d . . . . .
H16A H 0.5133 0.7488 0.6606 0.049 Uiso 1 1 calc R U . . .
C17A C 0.45444(15) 0.5805(5) 0.62593(15) 0.0353(9) Uani 1 1 d . . . . .
H17A H 0.4424 0.6722 0.6010 0.042 Uiso 1 1 calc R U . . .
C18A C 0.41966(15) 0.6096(6) 0.66168(15) 0.0353(9) Uani 1 1 d . . . . .
O2A O 0.39866(11) 0.4739(4) 0.67729(11) 0.0433(7) Uani 1 1 d . . . . .
N3A N 0.41515(14) 0.7935(5) 0.67334(13) 0.0394(8) Uani 1 1 d . . . . .
H3A1 H 0.4339 0.8792 0.6620 0.060(15) Uiso 1 1 calc R . . . .
C19A C 0.38129(15) 0.8611(6) 0.70345(14) 0.0368(9) Uani 1 1 d . . . . .
H19A H 0.3705 0.7489 0.7201 0.044 Uiso 1 1 calc R U . . .
C20A C 0.33252(16) 0.9541(6) 0.67643(15) 0.0393(10) Uani 1 1 d . . . . .
H20A H 0.3427 1.0618 0.6586 0.047 Uiso 1 1 calc R U . . .
H20B H 0.3136 0.8589 0.6555 0.047 Uiso 1 1 calc R U . . .
C21A C 0.29711(16) 1.0280(7) 0.70757(16) 0.0444(11) Uani 1 1 d . . . . .
H21A H 0.2842 0.9186 0.7232 0.053 Uiso 1 1 calc R U . . .
H21B H 0.2668 1.0935 0.6898 0.053 Uiso 1 1 calc R U . . .
C22A C 0.32593(18) 1.1674(7) 0.74193(17) 0.0484(11) Uani 1 1 d . . . . .
H22A H 0.3355 1.2834 0.7264 0.058 Uiso 1 1 calc R U . . .
H22B H 0.3028 1.2072 0.7628 0.058 Uiso 1 1 calc R U . . .
C23A C 0.37450(18) 1.0768(7) 0.76811(16) 0.0473(11) Uani 1 1 d . . . . .
H23A H 0.3647 0.9692 0.7862 0.057 Uiso 1 1 calc R U . . .
H23B H 0.3934 1.1727 0.7889 0.057 Uiso 1 1 calc R U . . .
C24A C 0.40999(17) 1.0030(6) 0.73700(16) 0.0441(11) Uani 1 1 d . . . . .
H24A H 0.4224 1.1121 0.7208 0.053 Uiso 1 1 calc R U . . .
H24B H 0.4407 0.9397 0.7548 0.053 Uiso 1 1 calc R U . . .
C25A C 0.54350(17) 0.6428(7) 0.60613(16) 0.0469(11) Uani 1 1 d . . . . .
H25A H 0.5434 0.5184 0.5905 0.056 Uiso 1 1 calc R U . A 2
H25B H 0.5271 0.7391 0.5842 0.056 Uiso 1 1 calc R U . A 2
Cl2 Cl 0.25997(5) -0.26701(18) 0.41703(4) 0.0531(3) Uani 1 1 d . . . . .
C1B C 0.29577(16) -0.2045(6) 0.46888(16) 0.0414(10) Uani 1 1 d . . . . .
C2B C 0.34984(17) -0.2194(6) 0.47525(17) 0.0449(11) Uani 1 1 d . . . . .
H2B H 0.3666 -0.2622 0.4517 0.054 Uiso 1 1 calc R U . . .
C3B C 0.37848(16) -0.1714(6) 0.51606(17) 0.0440(11) Uani 1 1 d . . . . .
H3B H 0.4153 -0.1782 0.5203 0.053 Uiso 1 1 calc R U . . .
C4B C 0.35497(16) -0.1139(6) 0.55086(16) 0.0420(10) Uani 1 1 d . . . . .
H4B H 0.3753 -0.0826 0.5790 0.050 Uiso 1 1 calc R U . . .
C5B C 0.30049(16) -0.1016(6) 0.54446(15) 0.0389(10) Uani 1 1 d . . . . .
H5B H 0.2839 -0.0636 0.5685 0.047 Uiso 1 1 calc R U . . .
C6B C 0.27092(15) -0.1447(6) 0.50328(15) 0.0360(9) Uani 1 1 d . . . . .
N1B N 0.21571(12) -0.1147(5) 0.49570(12) 0.0361(8) Uani 1 1 d . . . . .
C7B C 0.18291(16) -0.2656(6) 0.49111(15) 0.0373(9) Uani 1 1 d . . . . .
O1B O 0.19774(11) -0.4349(4) 0.49407(11) 0.0409(7) Uani 1 1 d . . . . .
C8B C 0.12727(16) -0.2170(5) 0.47975(16) 0.0386(10) Uani 1 1 d . . . . .
C9B C 0.08486(16) -0.3344(6) 0.47560(17) 0.0453(11) Uani 1 1 d . . . . .
H9B H 0.0850 -0.4675 0.4821 0.054 Uiso 1 1 calc R U . . .
C10B C 0.04063(16) -0.2205(6) 0.45975(17) 0.0446(11) Uani 1 1 d . . . . .
C11B C -0.01305(18) -0.2596(7) 0.44868(19) 0.0540(13) Uani 1 1 d . . . . .
H11B H -0.0259 -0.3858 0.4512 0.065 Uiso 1 1 calc R U . . .
C12B C -0.04609(17) -0.1121(7) 0.43432(18) 0.0540(13) Uani 1 1 d . . . . .
H12B H -0.0822 -0.1375 0.4263 0.065 Uiso 1 1 calc R U . . .
C13B C -0.02803(18) 0.0762(7) 0.43107(19) 0.0550(13) Uani 1 1 d . . . . .
H13B H -0.0523 0.1752 0.4215 0.066 Uiso 1 1 calc R U . . .
C14B C 0.02407(16) 0.1211(7) 0.44146(17) 0.0470(11) Uani 1 1 d . . . . .
H14B H 0.0363 0.2482 0.4390 0.056 Uiso 1 1 calc R U . . .
C15B C 0.05801(15) -0.0304(6) 0.45585(16) 0.0409(10) Uani 1 1 d . . . . .
N2B N 0.11160(12) -0.0320(5) 0.46828(13) 0.0403(9) Uani 1 1 d . . . . .
C16B C 0.14881(15) 0.1231(5) 0.46656(15) 0.0380(10) Uani 1 1 d . . . . .
H16B H 0.1329 0.2455 0.4748 0.046 Uiso 1 1 calc R U . . .
C17B C 0.19679(15) 0.0799(5) 0.50219(15) 0.0370(9) Uani 1 1 d . . . . .
H17B H 0.2247 0.1712 0.4972 0.044 Uiso 1 1 calc R U . . .
C18B C 0.18806(14) 0.1089(5) 0.55061(15) 0.0360(9) Uani 1 1 d . . . . .
O2B O 0.18736(12) -0.0255(4) 0.57632(11) 0.0454(8) Uani 1 1 d . . . . .
N3B N 0.18321(13) 0.2949(5) 0.56134(13) 0.0389(8) Uani 1 1 d . . . . .
H3B1 H 0.1794 0.3802 0.5397 0.09(2) Uiso 1 1 calc R . . . .
C19B C 0.18391(15) 0.3622(6) 0.60689(15) 0.0384(10) Uani 1 1 d . . . . .
H19B H 0.1759 0.2525 0.6257 0.046 Uiso 1 1 calc R U . . .
C20B C 0.23792(15) 0.4422(6) 0.62642(15) 0.0403(10) Uani 1 1 d . . . . .
H20C H 0.2641 0.3390 0.6274 0.048 Uiso 1 1 calc R U . . .
H20D H 0.2470 0.5451 0.6067 0.048 Uiso 1 1 calc R U . . .
C21B C 0.23971(16) 0.5212(6) 0.67291(15) 0.0427(10) Uani 1 1 d . . . . .
H21C H 0.2744 0.5772 0.6837 0.051 Uiso 1 1 calc R U . . .
H21D H 0.2344 0.4155 0.6934 0.051 Uiso 1 1 calc R U . . .
C22B C 0.19836(17) 0.6739(6) 0.67394(17) 0.0475(11) Uani 1 1 d . . . . .
H22C H 0.1990 0.7163 0.7051 0.057 Uiso 1 1 calc R U . . .
H22D H 0.2059 0.7864 0.6562 0.057 Uiso 1 1 calc R U . . .
C23B C 0.14520(17) 0.5956(7) 0.65491(18) 0.0515(12) Uani 1 1 d . . . . .
H23C H 0.1190 0.6980 0.6547 0.062 Uiso 1 1 calc R U . . .
H23D H 0.1365 0.4905 0.6742 0.062 Uiso 1 1 calc R U . . .
C24B C 0.14315(16) 0.5206(6) 0.60761(17) 0.0450(11) Uani 1 1 d . . . . .
H24C H 0.1498 0.6270 0.5878 0.054 Uiso 1 1 calc R U . . .
H24D H 0.1081 0.4688 0.5962 0.054 Uiso 1 1 calc R U . . .
C25B C 0.16372(16) 0.1479(6) 0.42046(16) 0.0445(11) Uani 1 1 d . . . . .
H25C H 0.1912 0.2465 0.4223 0.053 Uiso 1 1 calc R U . . .
H25D H 0.1782 0.0257 0.4115 0.053 Uiso 1 1 calc R U . . .
C26B C 0.11862(17) 0.2060(6) 0.38507(17) 0.0454(11) Uani 1 1 d . . . . .
C27B C 0.09045(19) 0.0678(7) 0.35757(17) 0.0515(12) Uani 1 1 d . . . . .
H27B H 0.1013 -0.0624 0.3599 0.062 Uiso 1 1 calc R U . . .
C28B C 0.04691(19) 0.1191(7) 0.32698(18) 0.0536(12) Uani 1 1 d . . . . .
H28B H 0.0284 0.0238 0.3083 0.064 Uiso 1 1 calc R U . . .
C29B C 0.03003(18) 0.3078(7) 0.32330(17) 0.0501(12) Uani 1 1 d . . . . .
C30B C 0.05765(18) 0.4475(6) 0.35060(17) 0.0477(11) Uani 1 1 d . . . . .
H30B H 0.0465 0.5772 0.3485 0.057 Uiso 1 1 calc R U . . .
C31B C 0.10144(18) 0.3952(6) 0.38072(16) 0.0460(11) Uani 1 1 d . . . . .
H31B H 0.1203 0.4910 0.3990 0.055 Uiso 1 1 calc R U . . .
O3B O -0.01288(13) 0.3449(5) 0.29218(13) 0.0608(10) Uani 1 1 d . . . . .
C32B C -0.03132(18) 0.5375(7) 0.28715(17) 0.0500(12) Uani 1 1 d . . . . .
H32D H -0.0637 0.5413 0.2654 0.075 Uiso 1 1 calc R U . . .
H32E H -0.0052 0.6180 0.2766 0.075 Uiso 1 1 calc R U . . .
H32F H -0.0377 0.5855 0.3160 0.075 Uiso 1 1 calc R U . . .
C26A C 0.5962(4) 0.7398(17) 0.6218(6) 0.042(4) Uani 0.5 1 d G . P B -1
C27A C 0.5970(3) 0.9348(17) 0.6313(6) 0.046(3) Uani 0.5 1 d G . P B -1
H27A H 0.5658 1.0072 0.6253 0.055 Uiso 0.5 1 calc R U P B -1
C28A C 0.6434(4) 1.0238(13) 0.6495(4) 0.050(3) Uani 0.5 1 d G . P B -1
H28A H 0.6440 1.1570 0.6560 0.060 Uiso 0.5 1 calc R U P B -1
C29A C 0.6891(3) 0.9178(14) 0.6582(3) 0.056(3) Uani 0.5 1 d G . P B -1
C30A C 0.6883(3) 0.7228(14) 0.6487(4) 0.060(4) Uani 0.5 1 d G . P B -1
H30A H 0.7195 0.6504 0.6546 0.073 Uiso 0.5 1 calc R U P B -1
C31A C 0.6418(4) 0.6339(12) 0.6305(5) 0.054(4) Uani 0.5 1 d G . P B -1
H31A H 0.6413 0.5006 0.6240 0.064 Uiso 0.5 1 calc R U P B -1
O3A O 0.7350(4) 1.0185(15) 0.6788(4) 0.087(3) Uani 0.5 1 d D . P B -1
C32A C 0.7665(9) 0.858(3) 0.6775(9) 0.163(10) Uiso 0.5 1 d D . P B -1
H32A H 0.8031 0.8955 0.6853 0.244 Uiso 0.5 1 calc R U P B -1
H32B H 0.7601 0.8032 0.6473 0.244 Uiso 0.5 1 calc R U P B -1
H32C H 0.7585 0.7621 0.6989 0.244 Uiso 0.5 1 calc R U P B -1
C26C C 0.5987(4) 0.701(2) 0.6234(7) 0.047(5) Uani 0.5 1 d G . P B 2
C27C C 0.6094(4) 0.8942(18) 0.6321(6) 0.049(4) Uani 0.5 1 d G . P B 2
H27C H 0.5830 0.9874 0.6240 0.058 Uiso 0.5 1 calc R U P B 2
C28C C 0.6587(4) 0.9506(12) 0.6528(5) 0.069(5) Uani 0.5 1 d G . P B 2
H28C H 0.6660 1.0823 0.6588 0.083 Uiso 0.5 1 calc R U P B 2
C29C C 0.6974(3) 0.8142(14) 0.6648(5) 0.081(6) Uani 0.5 1 d G . P B 2
C30C C 0.6867(4) 0.6214(13) 0.6560(5) 0.089(6) Uani 0.5 1 d G . P B 2
H30C H 0.7131 0.5282 0.6642 0.107 Uiso 0.5 1 calc R U P B 2
C31C C 0.6374(5) 0.5650(14) 0.6353(6) 0.063(5) Uani 0.5 1 d G . P B 2
H31C H 0.6301 0.4333 0.6293 0.076 Uiso 0.5 1 calc R U P B 2
O3C O 0.7440(7) 0.879(2) 0.6948(5) 0.140(5) Uiso 0.5 1 d D . P B 2
C32C C 0.7499(9) 1.081(2) 0.7085(7) 0.132(8) Uiso 0.5 1 d D . P B 2
H32G H 0.7868 1.1102 0.7181 0.198 Uiso 0.5 1 calc R U P B 2
H32H H 0.7312 1.1045 0.7332 0.198 Uiso 0.5 1 calc R U P B 2
H32I H 0.7357 1.1634 0.6831 0.198 Uiso 0.5 1 calc R U P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C2A C1A C6A 121.0(4) . . ?
C2A C1A Cl1 118.6(4) . . ?
C6A C1A Cl1 120.4(3) . . ?
C1A C2A C3A 119.4(4) . . ?
C1A C2A H2A 120.3 . . ?
C3A C2A H2A 120.3 . . ?
C4A C3A C2A 119.7(4) . . ?
C4A C3A H3A 120.1 . . ?
C2A C3A H3A 120.1 . . ?
C5A C4A C3A 121.0(4) . . ?
C5A C4A H4A 119.5 . . ?
C3A C4A H4A 119.5 . . ?
C4A C5A C6A 120.2(4) . . ?
C4A C5A H5A 119.9 . . ?
C6A C5A H5A 119.9 . . ?
C1A C6A C5A 118.7(4) . . ?
C1A C6A N1A 120.6(4) . . ?
C5A C6A N1A 120.5(4) . . ?
C7A N1A C6A 121.1(4) . . ?
C7A N1A C17A 119.5(4) . . ?
C6A N1A C17A 118.0(3) . . ?
O1A C7A N1A 122.0(4) . . ?
O1A C7A C8A 122.0(4) . . ?
N1A C7A C8A 115.9(4) . . ?
C9A C8A N2A 110.5(4) . . ?
C9A C8A C7A 128.8(4) . . ?
N2A C8A C7A 120.6(4) . . ?
C8A C9A C10A 106.4(5) . . ?
C8A C9A H9A 126.8 . . ?
C10A C9A H9A 126.8 . . ?
C15A C10A C11A 118.7(5) . . ?
C15A C10A C9A 107.1(4) . . ?
C11A C10A C9A 134.2(5) . . ?
C12A C11A C10A 119.3(6) . . ?
C12A C11A H11A 120.4 . . ?
C10A C11A H11A 120.4 . . ?
C11A C12A C13A 120.9(6) . . ?
C11A C12A H12A 119.6 . . ?
C13A C12A H12A 119.6 . . ?
C14A C13A C12A 121.6(6) . . ?
C14A C13A H13A 119.2 . . ?
C12A C13A H13A 119.2 . . ?
C13A C14A C15A 117.4(6) . . ?
C13A C14A H14A 121.3 . . ?
C15A C14A H14A 121.3 . . ?
N2A C15A C10A 107.9(4) . . ?
N2A C15A C14A 130.1(5) . . ?
C10A C15A C14A 122.1(5) . . ?
C15A N2A C8A 108.1(4) . . ?
C15A N2A C16A 130.0(4) . . ?
C8A N2A C16A 121.8(4) . . ?
N2A C16A C17A 107.0(3) . . ?
N2A C16A C25A 112.3(4) . . ?
C17A C16A C25A 112.0(4) . . ?
N2A C16A H16A 108.5 . . ?
C17A C16A H16A 108.5 . . ?
C25A C16A H16A 108.5 . . ?
N1A C17A C16A 110.8(3) . . ?
N1A C17A C18A 110.9(3) . . ?
C16A C17A C18A 112.2(4) . . ?
N1A C17A H17A 107.6 . . ?
C16A C17A H17A 107.6 . . ?
C18A C17A H17A 107.6 . . ?
O2A C18A N3A 124.6(4) . . ?
O2A C18A C17A 121.8(4) . . ?
N3A C18A C17A 113.6(3) . . ?
C18A N3A C19A 124.5(4) . . ?
C18A N3A H3A1 117.8 . . ?
C19A N3A H3A1 117.8 . . ?
N3A C19A C24A 110.4(3) . . ?
N3A C19A C20A 109.9(4) . . ?
C24A C19A C20A 110.5(4) . . ?
N3A C19A H19A 108.7 . . ?
C24A C19A H19A 108.7 . . ?
C20A C19A H19A 108.7 . . ?
C21A C20A C19A 110.5(4) . . ?
C21A C20A H20A 109.6 . . ?
C19A C20A H20A 109.6 . . ?
C21A C20A H20B 109.6 . . ?
C19A C20A H20B 109.6 . . ?
H20A C20A H20B 108.1 . . ?
C20A C21A C22A 111.0(4) . . ?
C20A C21A H21A 109.4 . . ?
C22A C21A H21A 109.4 . . ?
C20A C21A H21B 109.4 . . ?
C22A C21A H21B 109.4 . . ?
H21A C21A H21B 108.0 . . ?
C23A C22A C21A 111.2(4) . . ?
C23A C22A H22A 109.4 . . ?
C21A C22A H22A 109.4 . . ?
C23A C22A H22B 109.4 . . ?
C21A C22A H22B 109.4 . . ?
H22A C22A H22B 108.0 . . ?
C22A C23A C24A 111.2(4) . . ?
C22A C23A H23A 109.4 . . ?
C24A C23A H23A 109.4 . . ?
C22A C23A H23B 109.4 . . ?
C24A C23A H23B 109.4 . . ?
H23A C23A H23B 108.0 . . ?
C19A C24A C23A 110.6(4) . . ?
C19A C24A H24A 109.5 . . ?
C23A C24A H24A 109.5 . . ?
C19A C24A H24B 109.5 . . ?
C23A C24A H24B 109.5 . . ?
H24A C24A H24B 108.1 . . ?
C26C C25A C16A 112.2(9) . . ?
C26A C25A C16A 112.5(8) . . ?
C26C C25A H25A 109.2 . . ?
C16A C25A H25A 109.2 . . ?
C26C C25A H25B 109.2 . . ?
C16A C25A H25B 109.2 . . ?
H25A C25A H25B 107.9 . . ?
C6B C1B C2B 120.9(4) . . ?
C6B C1B Cl2 120.5(3) . . ?
C2B C1B Cl2 118.6(4) . . ?
C3B C2B C1B 119.1(4) . . ?
C3B C2B H2B 120.4 . . ?
C1B C2B H2B 120.4 . . ?
C4B C3B C2B 121.3(4) . . ?
C4B C3B H3B 119.4 . . ?
C2B C3B H3B 119.4 . . ?
C3B C4B C5B 119.4(4) . . ?
C3B C4B H4B 120.3 . . ?
C5B C4B H4B 120.3 . . ?
C6B C5B C4B 120.3(4) . . ?
C6B C5B H5B 119.8 . . ?
C4B C5B H5B 119.8 . . ?
C5B C6B C1B 119.0(4) . . ?
C5B C6B N1B 120.0(4) . . ?
C1B C6B N1B 120.8(4) . . ?
C7B N1B C6B 120.4(3) . . ?
C7B N1B C17B 120.8(3) . . ?
C6B N1B C17B 117.7(3) . . ?
O1B C7B N1B 123.3(4) . . ?
O1B C7B C8B 121.2(4) . . ?
N1B C7B C8B 115.4(3) . . ?
C9B C8B N2B 109.7(4) . . ?
C9B C8B C7B 129.5(4) . . ?
N2B C8B C7B 120.7(3) . . ?
C8B C9B C10B 107.3(4) . . ?
C8B C9B H9B 126.4 . . ?
C10B C9B H9B 126.4 . . ?
C11B C10B C15B 118.8(4) . . ?
C11B C10B C9B 133.8(4) . . ?
C15B C10B C9B 107.4(4) . . ?
C12B C11B C10B 118.6(4) . . ?
C12B C11B H11B 120.7 . . ?
C10B C11B H11B 120.7 . . ?
C11B C12B C13B 121.7(4) . . ?
C11B C12B H12B 119.2 . . ?
C13B C12B H12B 119.2 . . ?
C14B C13B C12B 121.8(5) . . ?
C14B C13B H13B 119.1 . . ?
C12B C13B H13B 119.1 . . ?
C13B C14B C15B 116.5(4) . . ?
C13B C14B H14B 121.7 . . ?
C15B C14B H14B 121.7 . . ?
N2B C15B C14B 130.3(4) . . ?
N2B C15B C10B 107.1(4) . . ?
C14B C15B C10B 122.6(4) . . ?
C8B N2B C15B 108.5(3) . . ?
C8B N2B C16B 122.1(3) . . ?
C15B N2B C16B 129.2(3) . . ?
N2B C16B C25B 113.2(4) . . ?
N2B C16B C17B 107.2(3) . . ?
C25B C16B C17B 111.1(3) . . ?
N2B C16B H16B 108.4 . . ?
C25B C16B H16B 108.4 . . ?
C17B C16B H16B 108.4 . . ?
N1B C17B C16B 109.8(3) . . ?
N1B C17B C18B 111.0(3) . . ?
C16B C17B C18B 114.0(3) . . ?
N1B C17B H17B 107.2 . . ?
C16B C17B H17B 107.2 . . ?
C18B C17B H17B 107.2 . . ?
O2B C18B N3B 124.8(4) . . ?
O2B C18B C17B 122.0(4) . . ?
N3B C18B C17B 113.1(4) . . ?
C18B N3B C19B 123.6(4) . . ?
C18B N3B H3B1 118.2 . . ?
C19B N3B H3B1 118.2 . . ?
N3B C19B C20B 110.0(3) . . ?
N3B C19B C24B 110.5(4) . . ?
C20B C19B C24B 109.0(3) . . ?
N3B C19B H19B 109.1 . . ?
C20B C19B H19B 109.1 . . ?
C24B C19B H19B 109.1 . . ?
C21B C20B C19B 111.7(3) . . ?
C21B C20B H20C 109.3 . . ?
C19B C20B H20C 109.3 . . ?
C21B C20B H20D 109.3 . . ?
C19B C20B H20D 109.3 . . ?
H20C C20B H20D 107.9 . . ?
C20B C21B C22B 111.6(4) . . ?
C20B C21B H21C 109.3 . . ?
C22B C21B H21C 109.3 . . ?
C20B C21B H21D 109.3 . . ?
C22B C21B H21D 109.3 . . ?
H21C C21B H21D 108.0 . . ?
C23B C22B C21B 110.4(4) . . ?
C23B C22B H22C 109.6 . . ?
C21B C22B H22C 109.6 . . ?
C23B C22B H22D 109.6 . . ?
C21B C22B H22D 109.6 . . ?
H22C C22B H22D 108.1 . . ?
C22B C23B C24B 111.4(4) . . ?
C22B C23B H23C 109.4 . . ?
C24B C23B H23C 109.4 . . ?
C22B C23B H23D 109.4 . . ?
C24B C23B H23D 109.4 . . ?
H23C C23B H23D 108.0 . . ?
C23B C24B C19B 110.5(4) . . ?
C23B C24B H24C 109.6 . . ?
C19B C24B H24C 109.6 . . ?
C23B C24B H24D 109.6 . . ?
C19B C24B H24D 109.6 . . ?
H24C C24B H24D 108.1 . . ?
C26B C25B C16B 113.0(4) . . ?
C26B C25B H25C 109.0 . . ?
C16B C25B H25C 109.0 . . ?
C26B C25B H25D 109.0 . . ?
C16B C25B H25D 109.0 . . ?
H25C C25B H25D 107.8 . . ?
C31B C26B C27B 118.0(4) . . ?
C31B C26B C25B 121.5(4) . . ?
C27B C26B C25B 120.4(4) . . ?
C28B C27B C26B 120.5(4) . . ?
C28B C27B H27B 119.7 . . ?
C26B C27B H27B 119.7 . . ?
C27B C28B C29B 120.8(5) . . ?
C27B C28B H28B 119.6 . . ?
C29B C28B H28B 119.6 . . ?
O3B C29B C28B 116.7(4) . . ?
O3B C29B C30B 124.0(4) . . ?
C28B C29B C30B 119.3(4) . . ?
C31B C30B C29B 119.4(4) . . ?
C31B C30B H30B 120.3 . . ?
C29B C30B H30B 120.3 . . ?
C30B C31B C26B 121.9(4) . . ?
C30B C31B H31B 119.1 . . ?
C26B C31B H31B 119.1 . . ?
C29B O3B C32B 118.4(4) . . ?
O3B C32B H32D 109.5 . . ?
O3B C32B H32E 109.5 . . ?
H32D C32B H32E 109.5 . . ?
O3B C32B H32F 109.5 . . ?
H32D C32B H32F 109.5 . . ?
H32E C32B H32F 109.5 . . ?
C27A C26A C31A 120.0 . . ?
C27A C26A C25A 118.4(8) . . ?
C31A C26A C25A 121.3(8) . . ?
C26A C27A C28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C28A C29A C30A 120.0 . . ?
C28A C29A O3A 116.6(7) . . ?
C30A C29A O3A 123.3(7) . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C32A O3A C29A 92.7(14) . . ?
O3A C32A H32A 109.5 . . ?
O3A C32A H32B 109.5 . . ?
H32A C32A H32B 109.5 . . ?
O3A C32A H32C 109.5 . . ?
H32A C32A H32C 109.5 . . ?
H32B C32A H32C 109.5 . . ?
C27C C26C C31C 120.0 . . ?
C27C C26C C25A 118.6(9) . . ?
C31C C26C C25A 121.0(9) . . ?
C28C C27C C26C 120.0 . . ?
C28C C27C H27C 120.0 . . ?
C26C C27C H27C 120.0 . . ?
C29C C28C C27C 120.0 . . ?
C29C C28C H28C 120.0 . . ?
C27C C28C H28C 120.0 . . ?
C28C C29C C30C 120.0 . . ?
C28C C29C O3C 116.0(10) . . ?
C30C C29C O3C 122.6(9) . . ?
C31C C30C C29C 120.0 . . ?
C31C C30C H30C 120.0 . . ?
C29C C30C H30C 120.0 . . ?
C30C C31C C26C 120.0 . . ?
C30C C31C H31C 120.0 . . ?
C26C C31C H31C 120.0 . . ?
C29C O3C C32C 120.7(16) . . ?
O3C C32C H32G 109.5 . . ?
O3C C32C H32H 109.5 . . ?
H32G C32C H32H 109.5 . . ?
O3C C32C H32I 109.5 . . ?
H32G C32C H32I 109.5 . . ?
H32H C32C H32I 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 C1A 1.738(4) . ?
C1A C2A 1.384(7) . ?
C1A C6A 1.396(6) . ?
C2A C3A 1.395(6) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.379(7) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.374(6) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.397(6) . ?
C5A H5A 0.9500 . ?
C6A N1A 1.423(5) . ?
N1A C7A 1.357(5) . ?
N1A C17A 1.467(5) . ?
C7A O1A 1.246(5) . ?
C7A C8A 1.473(7) . ?
C8A C9A 1.356(6) . ?
C8A N2A 1.379(6) . ?
C9A C10A 1.433(7) . ?
C9A H9A 0.9500 . ?
C10A C15A 1.403(7) . ?
C10A C11A 1.407(7) . ?
C11A C12A 1.372(9) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.407(10) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.364(8) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.408(7) . ?
C14A H14A 0.9500 . ?
C15A N2A 1.375(6) . ?
N2A C16A 1.459(6) . ?
C16A C17A 1.525(6) . ?
C16A C25A 1.542(6) . ?
C16A H16A 1.0000 . ?
C17A C18A 1.546(6) . ?
C17A H17A 1.0000 . ?
C18A O2A 1.230(5) . ?
C18A N3A 1.342(5) . ?
N3A C19A 1.458(5) . ?
N3A H3A1 0.8800 . ?
C19A C24A 1.521(6) . ?
C19A C20A 1.535(6) . ?
C19A H19A 1.0000 . ?
C20A C21A 1.524(6) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A C22A 1.526(7) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A C23A 1.514(7) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A C24A 1.525(6) . ?
C23A H23A 0.9900 . ?
C23A H23B 0.9900 . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
C25A C26C 1.504(9) . ?
C25A C26A 1.535(8) . ?
C25A H25A 0.9900 . ?
C25A H25B 0.9900 . ?
Cl2 C1B 1.741(5) . ?
C1B C6B 1.388(6) . ?
C1B C2B 1.397(6) . ?
C2B C3B 1.373(7) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.372(6) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.407(6) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.384(6) . ?
C5B H5B 0.9500 . ?
C6B N1B 1.437(5) . ?
N1B C7B 1.350(5) . ?
N1B C17B 1.470(5) . ?
C7B O1B 1.242(5) . ?
C7B C8B 1.475(6) . ?
C8B C9B 1.367(6) . ?
C8B N2B 1.380(5) . ?
C9B C10B 1.417(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.412(6) . ?
C10B C15B 1.414(6) . ?
C11B C12B 1.365(7) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.406(7) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.380(6) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.401(6) . ?
C14B H14B 0.9500 . ?
C15B N2B 1.387(5) . ?
N2B C16B 1.463(5) . ?
C16B C25B 1.527(6) . ?
C16B C17B 1.537(6) . ?
C16B H16B 1.0000 . ?
C17B C18B 1.540(6) . ?
C17B H17B 1.0000 . ?
C18B O2B 1.223(5) . ?
C18B N3B 1.349(5) . ?
N3B C19B 1.458(6) . ?
N3B H3B1 0.8800 . ?
C19B C20B 1.538(6) . ?
C19B C24B 1.538(6) . ?
C19B H19B 1.0000 . ?
C20B C21B 1.509(6) . ?
C20B H20C 0.9900 . ?
C20B H20D 0.9900 . ?
C21B C22B 1.522(6) . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B C23B 1.512(6) . ?
C22B H22C 0.9900 . ?
C22B H22D 0.9900 . ?
C23B C24B 1.521(7) . ?
C23B H23C 0.9900 . ?
C23B H23D 0.9900 . ?
C24B H24C 0.9900 . ?
C24B H24D 0.9900 . ?
C25B C26B 1.506(6) . ?
C25B H25C 0.9900 . ?
C25B H25D 0.9900 . ?
C26B C31B 1.393(6) . ?
C26B C27B 1.399(6) . ?
C27B C28B 1.385(7) . ?
C27B H27B 0.9500 . ?
C28B C29B 1.388(7) . ?
C28B H28B 0.9500 . ?
C29B O3B 1.360(6) . ?
C29B C30B 1.396(7) . ?
C30B C31B 1.385(6) . ?
C30B H30B 0.9500 . ?
C31B H31B 0.9500 . ?
O3B C32B 1.427(5) . ?
C32B H32D 0.9800 . ?
C32B H32E 0.9800 . ?
C32B H32F 0.9800 . ?
C26A C27A 1.3900 . ?
C26A C31A 1.3900 . ?
C27A C28A 1.3900 . ?
C27A H27A 0.9500 . ?
C28A C29A 1.3900 . ?
C28A H28A 0.9500 . ?
C29A C30A 1.3900 . ?
C29A O3A 1.438(13) . ?
C30A C31A 1.3900 . ?
C30A H30A 0.9500 . ?
C31A H31A 0.9500 . ?
O3A C32A 1.395(16) . ?
C32A H32A 0.9800 . ?
C32A H32B 0.9800 . ?
C32A H32C 0.9800 . ?
C26C C27C 1.3900 . ?
C26C C31C 1.3900 . ?
C27C C28C 1.3900 . ?
C27C H27C 0.9500 . ?
C28C C29C 1.3900 . ?
C28C H28C 0.9500 . ?
C29C C30C 1.3900 . ?
C29C O3C 1.462(19) . ?
C30C C31C 1.3900 . ?
C30C H30C 0.9500 . ?
C31C H31C 0.9500 . ?
O3C C32C 1.468(16) . ?
C32C H32G 0.9800 . ?
C32C H32H 0.9800 . ?
C32C H32I 0.9800 . ?
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
N3A H3A1 O1A 0.88 2.01 2.867(5) 163.8 1_565
N3B H3B1 O1B 0.88 2.01 2.854(5) 160.0 1_565
