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#$Date: 2022-01-04 04:08:26 +0200 (Tue, 04 Jan 2022) $
#$Revision: 271782 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/59/1565901.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_1565901
loop_
_publ_author_name
'Sarkar, Anupam'
'Mistry, Subhradeep'
'Natarajan, Srinivasan'
_publ_section_title
;
 Friedländer, Knoevenagel, and Michael Reactions Employing the Same MOF:
 Synthesis, Structure, and Heterogeneous Catalytic Studies of
 ([Zn(1,4-NDCA)(3-BPDB)0.5]·(DMF)(MeOH) and
 [Cd4(1,4-NDCA)4(3-BPDB)4]·2(DMF)
;
_journal_issue                   49
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              27230
_journal_page_last               27240
_journal_paper_doi               10.1021/acs.jpcc.1c08474
_journal_volume                  125
_journal_year                    2021
_chemical_formula_moiety         'C48 H33 Cd2 N8 O8, C3 H7 N O'
_chemical_formula_sum            'C51 H40 Cd2 N9 O9'
_chemical_formula_weight         1147.74
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 93.872(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.0129(5)
_cell_length_b                   21.0765(8)
_cell_length_c                   15.0463(6)
_cell_measurement_reflns_used    13446
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.512
_cell_measurement_theta_min      1.665
_cell_volume                     4433.7(3)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 30.512
_diffrn_measurement_device_type  'Oxford Xcalibur,Eos(Nova) CCD detector'
_diffrn_measurement_method       'fω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            93050
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.512
_diffrn_reflns_theta_min         1.665
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.032
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction,2009)'
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_description       Block
_exptl_crystal_F_000             2308.0
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   0.902
_exptl_transmission_factor_min   0.862
_refine_diff_density_max         3.725
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     626
_refine_ls_number_reflns         13446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0456P)²+19.4591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1202
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10643
_reflns_number_total             13446
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp1c08474_si_004.cif
_cod_data_source_block           II_Cd
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1565901
_shelx_shelxl_version_number     2017/1
_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   0.985
_shelx_estimated_absorpt_t_max   0.990
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cd1 Cd 0.59579(2) 0.81547(2) 0.24412(2) 0.01111(6) Uani 1 1 d . . . . .
Cd2 Cd 0.38891(2) 0.68050(2) 0.26768(2) 0.01087(6) Uani 1 1 d . . . . .
O1 O 0.76151(17) 0.38536(11) 0.25991(16) 0.0159(5) Uani 1 1 d . . . . .
O2 O 0.90670(17) 0.41810(11) 0.30334(17) 0.0172(5) Uani 1 1 d . . . . .
O3 O 0.5513(2) 0.67596(13) 0.3011(2) 0.0310(7) Uani 1 1 d . . . . .
O8 O 0.25937(18) 1.11483(11) 0.22026(17) 0.0192(5) Uani 1 1 d . . . . .
O5 O 0.28563(17) 0.76789(11) 0.24406(17) 0.0171(5) Uani 1 1 d . . . . .
O6 O 0.43612(16) 0.79266(11) 0.23080(16) 0.0145(4) Uani 1 1 d . . . . .
O7 O 0.11508(18) 1.07171(11) 0.21042(17) 0.0191(5) Uani 1 1 d . . . . .
O9 O 0.0261(3) 0.8681(3) 0.2449(3) 0.0805(18) Uani 1 1 d . . . . .
C51 C 0.0428(9) 0.9498(6) 0.1001(8) 0.133(4) Uiso 1 1 d . . . . .
H51A H 0.059107 0.967183 0.044174 0.199 Uiso 1 1 calc R U . . .
H51B H -0.025521 0.947836 0.101602 0.199 Uiso 1 1 calc R U . . .
H51C H 0.068594 0.976257 0.147806 0.199 Uiso 1 1 calc R U . . .
O4 O 0.6824(2) 0.73080(12) 0.2852(2) 0.0286(6) Uani 1 1 d . . . . .
N1 N 0.3848(2) 0.66075(13) 0.11333(19) 0.0148(5) Uani 1 1 d . . . . .
N2 N 0.3842(2) 0.47601(14) 0.0168(2) 0.0183(6) Uani 1 1 d . . . . .
N4 N 0.3963(2) 0.22196(13) -0.09657(19) 0.0159(5) Uani 1 1 d . . . . .
N5 N 0.38299(19) 0.70547(13) 0.41880(18) 0.0140(5) Uani 1 1 d . . . . .
N6 N 0.3791(2) 0.89345(14) 0.5008(2) 0.0182(6) Uani 1 1 d . . . . .
N7 N 0.3764(2) 0.95517(14) 0.53715(19) 0.0177(6) Uani 1 1 d . . . . .
N8 N 0.4041(2) 1.14893(13) 0.60677(19) 0.0147(5) Uani 1 1 d . . . . .
C1 C 0.8186(2) 0.42917(15) 0.2828(2) 0.0128(6) Uani 1 1 d . . . . .
C2 C 0.6391(3) 0.67921(16) 0.2942(2) 0.0170(6) Uani 1 1 d . . . . .
C3 C 0.6946(2) 0.61725(15) 0.2948(2) 0.0147(6) Uani 1 1 d . . . . .
C4 C 0.7969(2) 0.61305(14) 0.2918(2) 0.0121(5) Uani 1 1 d . . . . .
C5 C 0.8404(2) 0.55162(15) 0.2860(2) 0.0124(5) Uani 1 1 d . . . . .
C6 C 0.7814(2) 0.49628(14) 0.2860(2) 0.0121(5) Uani 1 1 d . . . . .
C7 C 0.6846(2) 0.50266(16) 0.2901(2) 0.0171(6) Uani 1 1 d . . . . .
H2 H 0.646711 0.466431 0.290097 0.021 Uiso 1 1 calc R U . . .
C8 C 0.6409(2) 0.56267(16) 0.2942(2) 0.0166(6) Uani 1 1 d . . . . .
H1 H 0.574852 0.565390 0.296435 0.020 Uiso 1 1 calc R U . . .
C9 C 0.9411(2) 0.54855(15) 0.2787(2) 0.0145(6) Uani 1 1 d . . . . .
H3 H 0.970138 0.509109 0.274186 0.017 Uiso 1 1 calc R U . . .
C10 C 0.9965(2) 0.60231(16) 0.2781(2) 0.0169(6) Uani 1 1 d . . . . .
H6 H 1.061929 0.599075 0.272328 0.020 Uiso 1 1 calc R U . . .
C11 C 0.9539(2) 0.66222(16) 0.2863(2) 0.0169(6) Uani 1 1 d . . . . .
H4 H 0.991450 0.698607 0.286816 0.020 Uiso 1 1 calc R U . . .
C12 C 0.8576(2) 0.66716(15) 0.2935(2) 0.0151(6) Uani 1 1 d . . . . .
H5 H 0.830821 0.707170 0.299588 0.018 Uiso 1 1 calc R U . . .
C13 C 0.2058(2) 1.06739(15) 0.2150(2) 0.0147(6) Uani 1 1 d . . . . .
C14 C 0.3487(2) 0.80853(14) 0.2334(2) 0.0115(5) Uani 1 1 d . . . . .
C15 C 0.3194(2) 0.87693(14) 0.2262(2) 0.0140(6) Uani 1 1 d . . . . .
C16 C 0.2650(3) 0.90032(16) 0.2901(2) 0.0181(6) Uani 1 1 d . . . . .
H12 H 0.250939 0.874463 0.337617 0.022 Uiso 1 1 calc R U . . .
C17 C 0.2294(2) 0.96270(16) 0.2861(2) 0.0177(6) Uani 1 1 d . . . . .
H7 H 0.192546 0.977544 0.330822 0.021 Uiso 1 1 calc R U . . .
C18 C 0.2485(2) 1.00163(15) 0.2171(2) 0.0161(6) Uani 1 1 d . . . . .
C19 C 0.3069(2) 0.97969(15) 0.1486(2) 0.0151(6) Uani 1 1 d . . . . .
C20 C 0.3432(2) 0.91641(15) 0.1534(2) 0.0152(6) Uani 1 1 d . . . . .
C21 C 0.3957(2) 0.89375(16) 0.0823(2) 0.0168(6) Uani 1 1 d . . . . .
H11 H 0.420226 0.852730 0.084725 0.020 Uiso 1 1 calc R U . . .
C22 C 0.4108(3) 0.93097(16) 0.0107(2) 0.0182(6) Uani 1 1 d . . . . .
H10 H 0.444657 0.915027 -0.035472 0.022 Uiso 1 1 calc R U . . .
C23 C 0.3753(3) 0.99387(16) 0.0062(2) 0.0187(7) Uani 1 1 d . . . . .
H8 H 0.386599 1.019276 -0.042547 0.022 Uiso 1 1 calc R U . . .
C24 C 0.3245(2) 1.01727(15) 0.0732(2) 0.0171(6) Uani 1 1 d . . . . .
H9 H 0.301137 1.058543 0.069378 0.021 Uiso 1 1 calc R U . . .
C25 C 0.3883(2) 0.60172(15) 0.0819(2) 0.0139(6) Uani 1 1 d . . . . .
H23 H 0.402378 0.568839 0.121830 0.017 Uiso 1 1 calc R U . . .
C26 C 0.3717(2) 0.58693(16) -0.0086(2) 0.0162(6) Uani 1 1 d . . . . .
C27 C 0.3712(3) 0.52085(17) -0.0388(2) 0.0194(7) Uani 1 1 d . . . . .
H19 H 0.361340 0.511747 -0.099190 0.023 Uiso 1 1 calc R U . . .
N3 N 0.3792(2) 0.41550(14) -0.0227(2) 0.0189(6) Uani 1 1 d . . . . .
H18 H 0.369030 0.408671 -0.078934 0.023 Uiso 1 1 calc R U . . .
C29 C 0.3917(3) 0.37215(17) 0.0360(2) 0.0195(7) Uani 1 1 d . . . . .
H17 H 0.403751 0.383633 0.095412 0.023 Uiso 1 1 calc R U . . .
C30 C 0.3877(2) 0.30491(16) 0.0125(2) 0.0175(6) Uani 1 1 d . . . . .
C31 C 0.3975(2) 0.28360(16) -0.0742(2) 0.0159(6) Uani 1 1 d . . . . .
H13 H 0.405141 0.313519 -0.118593 0.019 Uiso 1 1 calc R U . . .
C32 C 0.3828(2) 0.17922(16) -0.0320(2) 0.0182(6) Uani 1 1 d . . . . .
H14 H 0.381929 0.136343 -0.046680 0.022 Uiso 1 1 calc R U . . .
C33 C 0.3702(3) 0.19646(17) 0.0552(2) 0.0209(7) Uani 1 1 d . . . . .
H16 H 0.359329 0.165744 0.097714 0.025 Uiso 1 1 calc R U . . .
C34 C 0.3738(3) 0.25987(17) 0.0782(2) 0.0206(7) Uani 1 1 d . . . . .
H15 H 0.367187 0.272363 0.136700 0.025 Uiso 1 1 calc R U . . .
C35 C 0.3527(3) 0.63601(17) -0.0680(2) 0.0203(7) Uani 1 1 d . . . . .
H22 H 0.341703 0.627768 -0.128540 0.024 Uiso 1 1 calc R U . . .
C36 C 0.3502(3) 0.69770(18) -0.0363(2) 0.0221(7) Uani 1 1 d . . . . .
H21 H 0.338414 0.731504 -0.075207 0.027 Uiso 1 1 calc R U . . .
C37 C 0.3655(3) 0.70800(16) 0.0541(2) 0.0182(6) Uani 1 1 d . . . . .
H20 H 0.362365 0.749354 0.075298 0.022 Uiso 1 1 calc R U . . .
C38 C 0.3692(2) 0.65964(16) 0.4794(2) 0.0161(6) Uani 1 1 d . . . . .
H24 H 0.371654 0.617451 0.461555 0.019 Uiso 1 1 calc R U . . .
C39 C 0.3515(3) 0.67281(17) 0.5665(2) 0.0193(7) Uani 1 1 d . . . . .
H33 H 0.342599 0.640114 0.606557 0.023 Uiso 1 1 calc R U . . .
C40 C 0.3474(3) 0.73576(17) 0.5933(2) 0.0185(6) Uani 1 1 d . . . . .
H32 H 0.333880 0.745799 0.651368 0.022 Uiso 1 1 calc R U . . .
C41 C 0.3636(2) 0.78360(16) 0.5324(2) 0.0161(6) Uani 1 1 d . . . . .
C42 C 0.3614(3) 0.85104(16) 0.5574(2) 0.0185(6) Uani 1 1 d . . . . .
H25 H 0.347168 0.862637 0.614692 0.022 Uiso 1 1 calc R U . . .
C43 C 0.3825(2) 0.99707(17) 0.4771(2) 0.0180(6) Uani 1 1 d . . . . .
H30 H 0.386104 0.984350 0.418274 0.022 Uiso 1 1 calc R U . . .
C44 C 0.3841(2) 1.06506(16) 0.4983(2) 0.0158(6) Uani 1 1 d . . . . .
C45 C 0.4011(2) 1.08714(15) 0.5854(2) 0.0148(6) Uani 1 1 d . . . . .
H26 H 0.410909 1.057525 0.630945 0.018 Uiso 1 1 calc R U . . .
C46 C 0.3904(3) 1.19119(16) 0.5403(2) 0.0192(7) Uani 1 1 d . . . . .
H27 H 0.392388 1.234192 0.554145 0.023 Uiso 1 1 calc R U . . .
C47 C 0.3736(3) 1.17347(18) 0.4522(3) 0.0228(7) Uani 1 1 d . . . . .
H28 H 0.364808 1.204112 0.407945 0.027 Uiso 1 1 calc R U . . .
C48 C 0.3701(3) 1.10981(18) 0.4306(2) 0.0204(7) Uani 1 1 d . . . . .
H29 H 0.358495 1.097011 0.371719 0.024 Uiso 1 1 calc R U . . .
C49 C 0.3811(2) 0.76561(15) 0.4458(2) 0.0146(6) Uani 1 1 d . . . . .
H31 H 0.392086 0.797303 0.404664 0.018 Uiso 1 1 calc R U . . .
C50 C 0.0762(10) 0.8449(7) 0.1800(10) 0.152(5) Uiso 1 1 d . . . . .
H34 H 0.104570 0.804990 0.180459 0.183 Uiso 1 1 calc R U . . .
N9 N 0.0802(3) 0.8900(2) 0.1098(3) 0.0352(8) Uani 1 1 d . . . . .
C52 C 0.1316(9) 0.8646(6) 0.0376(8) 0.141(5) Uiso 1 1 d . . . . .
H36 H 0.088757 0.860470 -0.014591 0.212 Uiso 1 1 calc R U . . .
H37 H 0.157213 0.823753 0.054245 0.212 Uiso 1 1 calc R U . . .
H35 H 0.182867 0.892806 0.025343 0.212 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'
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'
Cd Cd -0.8075 1.2024 '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
O4 Cd1 O2 147.81(10) . 2_655 ?
O4 Cd1 O6 111.65(10) . . ?
O2 Cd1 O6 100.27(8) 2_655 . ?
O4 Cd1 N4 86.21(11) . 3_665 ?
O2 Cd1 N4 91.33(9) 2_655 3_665 ?
O6 Cd1 N4 87.41(9) . 3_665 ?
O4 Cd1 N8 91.46(11) . 3_676 ?
O2 Cd1 N8 89.72(9) 2_655 3_676 ?
O6 Cd1 N8 95.05(9) . 3_676 ?
N4 Cd1 N8 177.11(10) 3_665 3_676 ?
O4 Cd1 O1 93.28(9) . 2_655 ?
O2 Cd1 O1 54.92(8) 2_655 2_655 ?
O6 Cd1 O1 155.07(8) . 2_655 ?
N4 Cd1 O1 94.94(9) 3_665 2_655 ?
N8 Cd1 O1 83.47(9) 3_676 2_655 ?
O4 Cd1 C1 120.67(10) . 2_655 ?
O2 Cd1 C1 27.74(9) 2_655 2_655 ?
O6 Cd1 C1 127.68(9) . 2_655 ?
N4 Cd1 C1 96.03(10) 3_665 2_655 ?
N8 Cd1 C1 83.67(9) 3_676 2_655 ?
O1 Cd1 C1 27.39(8) 2_655 2_655 ?
O3 Cd2 O7 87.75(10) . 2_545 ?
O3 Cd2 N5 84.06(11) . . ?
O7 Cd2 N5 94.68(9) 2_545 . ?
O3 Cd2 O5 130.91(9) . . ?
O7 Cd2 O5 140.79(9) 2_545 . ?
N5 Cd2 O5 84.78(9) . . ?
O3 Cd2 N1 99.55(11) . . ?
O7 Cd2 N1 88.05(9) 2_545 . ?
N5 Cd2 N1 175.57(10) . . ?
O5 Cd2 N1 90.90(9) . . ?
O3 Cd2 O8 140.55(9) . 2_545 ?
O7 Cd2 O8 54.33(8) 2_545 2_545 ?
N5 Cd2 O8 88.28(9) . 2_545 ?
O5 Cd2 O8 86.50(8) . 2_545 ?
N1 Cd2 O8 90.49(9) . 2_545 ?
O3 Cd2 O6 79.46(9) . . ?
O7 Cd2 O6 165.03(8) 2_545 . ?
N5 Cd2 O6 91.72(9) . . ?
O5 Cd2 O6 53.30(8) . . ?
N1 Cd2 O6 86.46(9) . . ?
O8 Cd2 O6 139.57(8) 2_545 . ?
O3 Cd2 C13 114.85(10) . 2_545 ?
O7 Cd2 C13 27.41(9) 2_545 2_545 ?
N5 Cd2 C13 93.10(9) . 2_545 ?
O5 Cd2 C13 113.38(9) . 2_545 ?
N1 Cd2 C13 87.72(9) . 2_545 ?
O8 Cd2 C13 26.99(9) 2_545 2_545 ?
O6 Cd2 C13 165.31(9) . 2_545 ?
C1 O1 Cd1 86.80(19) . 2_645 ?
C1 O2 Cd1 95.95(19) . 2_645 ?
C2 O3 Cd2 161.7(3) . . ?
C13 O8 Cd2 87.10(19) . 2 ?
C14 O5 Cd2 97.04(19) . . ?
C14 O6 Cd1 151.7(2) . . ?
C14 O6 Cd2 88.42(18) . . ?
Cd1 O6 Cd2 116.56(9) . . ?
C13 O7 Cd2 95.55(19) . 2 ?
N9 C51 H51A 109.5 . . ?
N9 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N9 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C2 O4 Cd1 117.8(2) . . ?
C25 N1 C37 117.7(3) . . ?
C25 N1 Cd2 121.1(2) . . ?
C37 N1 Cd2 120.7(2) . . ?
C27 N2 N3 113.3(3) . . ?
C31 N4 C32 117.8(3) . . ?
C31 N4 Cd1 123.9(2) . 3_665 ?
C32 N4 Cd1 118.1(2) . 3_665 ?
C49 N5 C38 117.9(3) . . ?
C49 N5 Cd2 120.8(2) . . ?
C38 N5 Cd2 120.7(2) . . ?
C42 N6 N7 112.1(3) . . ?
C43 N7 N6 111.1(3) . . ?
C45 N8 C46 117.7(3) . . ?
C45 N8 Cd1 122.2(2) . 3_676 ?
C46 N8 Cd1 119.1(2) . 3_676 ?
O1 C1 O2 121.4(3) . . ?
O1 C1 C6 119.0(3) . . ?
O2 C1 C6 119.6(3) . . ?
O1 C1 Cd1 65.82(17) . 2_645 ?
O2 C1 Cd1 56.31(16) . 2_645 ?
C6 C1 Cd1 170.5(2) . 2_645 ?
O3 C2 O4 123.0(3) . . ?
O3 C2 C3 117.4(3) . . ?
O4 C2 C3 119.6(3) . . ?
C8 C3 C4 119.6(3) . . ?
C8 C3 C2 116.1(3) . . ?
C4 C3 C2 124.2(3) . . ?
C12 C4 C5 117.9(3) . . ?
C12 C4 C3 123.1(3) . . ?
C5 C4 C3 119.0(3) . . ?
C9 C5 C6 122.6(3) . . ?
C9 C5 C4 118.2(3) . . ?
C6 C5 C4 119.2(3) . . ?
C7 C6 C5 119.7(3) . . ?
C7 C6 C1 116.0(3) . . ?
C5 C6 C1 124.3(3) . . ?
C6 C7 C8 121.7(3) . . ?
C6 C7 H2 119.2 . . ?
C8 C7 H2 119.2 . . ?
C3 C8 C7 120.8(3) . . ?
C3 C8 H1 119.6 . . ?
C7 C8 H1 119.6 . . ?
C10 C9 C5 121.7(3) . . ?
C10 C9 H3 119.1 . . ?
C5 C9 H3 119.1 . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H6 120.1 . . ?
C11 C10 H6 120.1 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H4 119.9 . . ?
C10 C11 H4 119.9 . . ?
C11 C12 C4 122.0(3) . . ?
C11 C12 H5 119.0 . . ?
C4 C12 H5 119.0 . . ?
O8 C13 O7 122.7(3) . . ?
O8 C13 C18 119.9(3) . . ?
O7 C13 C18 117.4(3) . . ?
O8 C13 Cd2 65.91(17) . 2 ?
O7 C13 Cd2 57.03(16) . 2 ?
C18 C13 Cd2 171.0(2) . 2 ?
O5 C14 O6 121.0(3) . . ?
O5 C14 C15 118.3(3) . . ?
O6 C14 C15 120.7(3) . . ?
C16 C15 C20 120.1(3) . . ?
C16 C15 C14 117.5(3) . . ?
C20 C15 C14 122.4(3) . . ?
C15 C16 C17 121.5(3) . . ?
C15 C16 H12 119.3 . . ?
C17 C16 H12 119.3 . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 H7 119.7 . . ?
C16 C17 H7 119.7 . . ?
C17 C18 C19 120.2(3) . . ?
C17 C18 C13 118.0(3) . . ?
C19 C18 C13 121.7(3) . . ?
C24 C19 C20 118.8(3) . . ?
C24 C19 C18 122.2(3) . . ?
C20 C19 C18 118.9(3) . . ?
C21 C20 C19 118.4(3) . . ?
C21 C20 C15 122.7(3) . . ?
C19 C20 C15 118.7(3) . . ?
C22 C21 C20 121.2(3) . . ?
C22 C21 H11 119.4 . . ?
C20 C21 H11 119.4 . . ?
C21 C22 C23 120.3(3) . . ?
C21 C22 H10 119.8 . . ?
C23 C22 H10 119.8 . . ?
C24 C23 C22 120.1(3) . . ?
C24 C23 H8 119.9 . . ?
C22 C23 H8 119.9 . . ?
C23 C24 C19 121.1(3) . . ?
C23 C24 H9 119.4 . . ?
C19 C24 H9 119.4 . . ?
N1 C25 C26 123.1(3) . . ?
N1 C25 H23 118.5 . . ?
C26 C25 H23 118.5 . . ?
C35 C26 C25 118.3(3) . . ?
C35 C26 C27 120.9(3) . . ?
C25 C26 C27 120.7(3) . . ?
N2 C27 C26 120.4(3) . . ?
N2 C27 H19 119.8 . . ?
C26 C27 H19 119.8 . . ?
C29 N3 N2 110.8(3) . . ?
C29 N3 H18 124.6 . . ?
N2 N3 H18 124.6 . . ?
N3 C29 C30 121.7(3) . . ?
N3 C29 H17 119.2 . . ?
C30 C29 H17 119.2 . . ?
C34 C30 C31 118.1(3) . . ?
C34 C30 C29 119.6(3) . . ?
C31 C30 C29 122.3(3) . . ?
N4 C31 C30 123.1(3) . . ?
N4 C31 H13 118.5 . . ?
C30 C31 H13 118.5 . . ?
N4 C32 C33 122.7(3) . . ?
N4 C32 H14 118.6 . . ?
C33 C32 H14 118.6 . . ?
C34 C33 C32 119.1(3) . . ?
C34 C33 H16 120.4 . . ?
C32 C33 H16 120.4 . . ?
C33 C34 C30 119.1(3) . . ?
C33 C34 H15 120.4 . . ?
C30 C34 H15 120.4 . . ?
C26 C35 C36 119.2(3) . . ?
C26 C35 H22 120.4 . . ?
C36 C35 H22 120.4 . . ?
C37 C36 C35 118.8(3) . . ?
C37 C36 H21 120.6 . . ?
C35 C36 H21 120.6 . . ?
N1 C37 C36 123.0(3) . . ?
N1 C37 H20 118.5 . . ?
C36 C37 H20 118.5 . . ?
N5 C38 C39 122.7(3) . . ?
N5 C38 H24 118.6 . . ?
C39 C38 H24 118.6 . . ?
C38 C39 C40 118.9(3) . . ?
C38 C39 H33 120.6 . . ?
C40 C39 H33 120.6 . . ?
C39 C40 C41 119.2(3) . . ?
C39 C40 H32 120.4 . . ?
C41 C40 H32 120.4 . . ?
C40 C41 C49 117.7(3) . . ?
C40 C41 C42 121.6(3) . . ?
C49 C41 C42 120.6(3) . . ?
N6 C42 C41 120.0(3) . . ?
N6 C42 H25 120.0 . . ?
C41 C42 H25 120.0 . . ?
N7 C43 C44 121.7(3) . . ?
N7 C43 H30 119.2 . . ?
C44 C43 H30 119.2 . . ?
C48 C44 C45 117.9(3) . . ?
C48 C44 C43 120.2(3) . . ?
C45 C44 C43 121.9(3) . . ?
N8 C45 C44 123.3(3) . . ?
N8 C45 H26 118.3 . . ?
C44 C45 H26 118.3 . . ?
N8 C46 C47 122.8(3) . . ?
N8 C46 H27 118.6 . . ?
C47 C46 H27 118.6 . . ?
C48 C47 C46 119.3(3) . . ?
C48 C47 H28 120.3 . . ?
C46 C47 H28 120.3 . . ?
C47 C48 C44 119.0(3) . . ?
C47 C48 H29 120.5 . . ?
C44 C48 H29 120.5 . . ?
N5 C49 C41 123.5(3) . . ?
N5 C49 H31 118.3 . . ?
C41 C49 H31 118.3 . . ?
O9 C50 N9 110.3(11) . . ?
O9 C50 H34 124.9 . . ?
N9 C50 H34 124.9 . . ?
C51 N9 C50 131.3(9) . . ?
C51 N9 C52 117.8(8) . . ?
C50 N9 C52 110.8(9) . . ?
N9 C52 H36 109.5 . . ?
N9 C52 H37 109.5 . . ?
H36 C52 H37 109.5 . . ?
N9 C52 H35 109.5 . . ?
H36 C52 H35 109.5 . . ?
H37 C52 H35 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
Cd1 O4 2.222(3) . ?
Cd1 O2 2.277(2) 2_655 ?
Cd1 O6 2.284(2) . ?
Cd1 N4 2.366(3) 3_665 ?
Cd1 N8 2.366(3) 3_676 ?
Cd1 O1 2.487(2) 2_655 ?
Cd1 C1 2.723(3) 2_655 ?
Cd2 O3 2.300(3) . ?
Cd2 O7 2.318(2) 2_545 ?
Cd2 N5 2.341(3) . ?
Cd2 O5 2.354(2) . ?
Cd2 N1 2.356(3) . ?
Cd2 O8 2.513(2) 2_545 ?
Cd2 O6 2.526(2) . ?
Cd2 C13 2.750(3) 2_545 ?
O1 C1 1.254(4) . ?
O2 C1 1.274(4) . ?
O3 C2 1.244(4) . ?
O8 C13 1.250(4) . ?
O5 C14 1.249(4) . ?
O6 C14 1.273(4) . ?
O7 C13 1.272(4) . ?
O9 C50 1.335(15) . ?
C51 N9 1.368(12) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
O4 C2 1.257(4) . ?
N1 C25 1.333(4) . ?
N1 C37 1.351(4) . ?
N2 C27 1.267(5) . ?
N2 N3 1.407(4) . ?
N4 C31 1.342(4) . ?
N4 C32 1.347(4) . ?
N5 C49 1.332(4) . ?
N5 C38 1.351(4) . ?
N6 C42 1.271(5) . ?
N6 N7 1.413(4) . ?
N7 C43 1.270(5) . ?
N8 C45 1.341(4) . ?
N8 C46 1.343(4) . ?
C1 C6 1.509(4) . ?
C2 C3 1.519(4) . ?
C3 C8 1.375(5) . ?
C3 C4 1.440(4) . ?
C4 C12 1.422(4) . ?
C4 C5 1.437(4) . ?
C5 C9 1.424(4) . ?
C5 C6 1.430(4) . ?
C6 C7 1.369(4) . ?
C7 C8 1.409(4) . ?
C7 H2 0.9300 . ?
C8 H1 0.9300 . ?
C9 C10 1.373(5) . ?
C9 H3 0.9300 . ?
C10 C11 1.405(5) . ?
C10 H6 0.9300 . ?
C11 C12 1.365(5) . ?
C11 H4 0.9300 . ?
C12 H5 0.9300 . ?
C13 C18 1.509(4) . ?
C14 C15 1.501(4) . ?
C15 C16 1.359(5) . ?
C15 C20 1.433(4) . ?
C16 C17 1.406(5) . ?
C16 H12 0.9300 . ?
C17 C18 1.364(5) . ?
C17 H7 0.9300 . ?
C18 C19 1.435(5) . ?
C19 C24 1.419(5) . ?
C19 C20 1.428(4) . ?
C20 C21 1.422(5) . ?
C21 C22 1.360(5) . ?
C21 H11 0.9300 . ?
C22 C23 1.416(5) . ?
C22 H10 0.9300 . ?
C23 C24 1.365(5) . ?
C23 H8 0.9300 . ?
C24 H9 0.9300 . ?
C25 C26 1.400(4) . ?
C25 H23 0.9300 . ?
C26 C35 1.382(5) . ?
C26 C27 1.465(5) . ?
C27 H19 0.9300 . ?
N3 C29 1.275(5) . ?
N3 H18 0.8600 . ?
C29 C30 1.461(5) . ?
C29 H17 0.9300 . ?
C30 C34 1.394(5) . ?
C30 C31 1.395(5) . ?
C31 H13 0.9300 . ?
C32 C33 1.385(5) . ?
C32 H14 0.9300 . ?
C33 C34 1.381(5) . ?
C33 H16 0.9300 . ?
C34 H15 0.9300 . ?
C35 C36 1.386(5) . ?
C35 H22 0.9300 . ?
C36 C37 1.380(5) . ?
C36 H21 0.9300 . ?
C37 H20 0.9300 . ?
C38 C39 1.378(5) . ?
C38 H24 0.9300 . ?
C39 C40 1.389(5) . ?
C39 H33 0.9300 . ?
C40 C41 1.392(5) . ?
C40 H32 0.9300 . ?
C41 C49 1.396(4) . ?
C41 C42 1.471(5) . ?
C42 H25 0.9300 . ?
C43 C44 1.468(5) . ?
C43 H30 0.9300 . ?
C44 C48 1.393(5) . ?
C44 C45 1.396(5) . ?
C45 H26 0.9300 . ?
C46 C47 1.382(5) . ?
C46 H27 0.9300 . ?
C47 C48 1.381(5) . ?
C47 H28 0.9300 . ?
C48 H29 0.9300 . ?
C49 H31 0.9300 . ?
C50 N9 1.424(15) . ?
C50 H34 0.9300 . ?
N9 C52 1.446(12) . ?
C52 H36 0.9600 . ?
C52 H37 0.9600 . ?
C52 H35 0.9600 . ?
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
_geom_hbond_publ_flag
C25 H23 O7 0.93 2.55 3.192(4) 126.3 2_545 yes
C32 H14 O2 0.93 2.58 3.251(4) 129.8 4_565 yes
C37 H20 O6 0.93 2.65 3.297(4) 126.8 . yes
C39 H33 O1 0.93 2.62 3.376(4) 139.2 3_666 yes
C45 H26 O2 0.93 2.65 3.276(4) 125.4 4_576 yes
C25 H23 O7 0.93 2.55 3.192(4) 126.3 2_545 yes
C29 H17 O9 0.93 2.55 3.418(5) 154.6 2_545 yes
C32 H14 O2 0.93 2.58 3.251(4) 129.8 4_565 yes
C33 H16 O8 0.93 2.62 3.473(4) 152.8 1_545 yes
C37 H20 O6 0.93 2.65 3.297(4) 126.8 . yes
C39 H33 O1 0.93 2.62 3.376(4) 139.2 3_666 yes
C45 H26 O2 0.93 2.65 3.276(4) 125.4 4_576 yes
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
C42 N6 N7 C43 -172.0(3) . . . . ?
Cd1 O1 C1 O2 -9.3(3) 2_645 . . . ?
Cd1 O1 C1 C6 170.8(3) 2_645 . . . ?
Cd1 O2 C1 O1 10.2(3) 2_645 . . . ?
Cd1 O2 C1 C6 -169.9(2) 2_645 . . . ?
Cd2 O3 C2 O4 68.0(9) . . . . ?
Cd2 O3 C2 C3 -110.6(8) . . . . ?
Cd1 O4 C2 O3 -16.7(5) . . . . ?
Cd1 O4 C2 C3 161.9(2) . . . . ?
O3 C2 C3 C8 6.2(5) . . . . ?
O4 C2 C3 C8 -172.5(3) . . . . ?
O3 C2 C3 C4 -176.8(3) . . . . ?
O4 C2 C3 C4 4.5(5) . . . . ?
C8 C3 C4 C12 -179.1(3) . . . . ?
C2 C3 C4 C12 4.0(5) . . . . ?
C8 C3 C4 C5 1.5(5) . . . . ?
C2 C3 C4 C5 -175.3(3) . . . . ?
C12 C4 C5 C9 -2.4(4) . . . . ?
C3 C4 C5 C9 177.0(3) . . . . ?
C12 C4 C5 C6 178.7(3) . . . . ?
C3 C4 C5 C6 -1.9(4) . . . . ?
C9 C5 C6 C7 -177.7(3) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
C9 C5 C6 C1 3.0(5) . . . . ?
C4 C5 C6 C1 -178.3(3) . . . . ?
O1 C1 C6 C7 19.1(4) . . . . ?
O2 C1 C6 C7 -160.8(3) . . . . ?
O1 C1 C6 C5 -161.5(3) . . . . ?
O2 C1 C6 C5 18.6(5) . . . . ?
C5 C6 C7 C8 0.0(5) . . . . ?
C1 C6 C7 C8 179.5(3) . . . . ?
C4 C3 C8 C7 -0.4(5) . . . . ?
C2 C3 C8 C7 176.7(3) . . . . ?
C6 C7 C8 C3 -0.4(5) . . . . ?
C6 C5 C9 C10 179.5(3) . . . . ?
C4 C5 C9 C10 0.7(5) . . . . ?
C5 C9 C10 C11 1.0(5) . . . . ?
C9 C10 C11 C12 -1.0(5) . . . . ?
C10 C11 C12 C4 -0.8(5) . . . . ?
C5 C4 C12 C11 2.5(5) . . . . ?
C3 C4 C12 C11 -176.8(3) . . . . ?
Cd2 O8 C13 O7 5.7(3) 2 . . . ?
Cd2 O8 C13 C18 -172.3(3) 2 . . . ?
Cd2 O7 C13 O8 -6.3(3) 2 . . . ?
Cd2 O7 C13 C18 171.8(2) 2 . . . ?
Cd2 O5 C14 O6 5.5(3) . . . . ?
Cd2 O5 C14 C15 -172.9(2) . . . . ?
Cd1 O6 C14 O5 -158.5(3) . . . . ?
Cd2 O6 C14 O5 -5.1(3) . . . . ?
Cd1 O6 C14 C15 19.9(6) . . . . ?
Cd2 O6 C14 C15 173.3(3) . . . . ?
O5 C14 C15 C16 50.5(4) . . . . ?
O6 C14 C15 C16 -127.9(3) . . . . ?
O5 C14 C15 C20 -126.8(3) . . . . ?
O6 C14 C15 C20 54.8(4) . . . . ?
C20 C15 C16 C17 1.2(5) . . . . ?
C14 C15 C16 C17 -176.2(3) . . . . ?
C15 C16 C17 C18 0.2(6) . . . . ?
C16 C17 C18 C19 -1.3(5) . . . . ?
C16 C17 C18 C13 178.2(3) . . . . ?
O8 C13 C18 C17 117.0(4) . . . . ?
O7 C13 C18 C17 -61.1(4) . . . . ?
O8 C13 C18 C19 -63.5(4) . . . . ?
O7 C13 C18 C19 118.3(4) . . . . ?
C17 C18 C19 C24 176.7(3) . . . . ?
C13 C18 C19 C24 -2.8(5) . . . . ?
C17 C18 C19 C20 0.9(5) . . . . ?
C13 C18 C19 C20 -178.6(3) . . . . ?
C24 C19 C20 C21 0.0(5) . . . . ?
C18 C19 C20 C21 175.9(3) . . . . ?
C24 C19 C20 C15 -175.4(3) . . . . ?
C18 C19 C20 C15 0.5(5) . . . . ?
C16 C15 C20 C21 -176.8(3) . . . . ?
C14 C15 C20 C21 0.5(5) . . . . ?
C16 C15 C20 C19 -1.5(5) . . . . ?
C14 C15 C20 C19 175.8(3) . . . . ?
C19 C20 C21 C22 -0.5(5) . . . . ?
C15 C20 C21 C22 174.8(3) . . . . ?
C20 C21 C22 C23 0.9(5) . . . . ?
C21 C22 C23 C24 -0.9(6) . . . . ?
C22 C23 C24 C19 0.5(5) . . . . ?
C20 C19 C24 C23 -0.1(5) . . . . ?
C18 C19 C24 C23 -175.8(3) . . . . ?
C37 N1 C25 C26 -0.8(5) . . . . ?
Cd2 N1 C25 C26 170.1(2) . . . . ?
N1 C25 C26 C35 1.3(5) . . . . ?
N1 C25 C26 C27 -176.6(3) . . . . ?
N3 N2 C27 C26 178.4(3) . . . . ?
C35 C26 C27 N2 -176.6(3) . . . . ?
C25 C26 C27 N2 1.2(5) . . . . ?
C27 N2 N3 C29 -179.3(3) . . . . ?
N2 N3 C29 C30 178.6(3) . . . . ?
N3 C29 C30 C34 -161.4(3) . . . . ?
N3 C29 C30 C31 18.8(5) . . . . ?
C32 N4 C31 C30 1.6(5) . . . . ?
Cd1 N4 C31 C30 176.5(2) 3_665 . . . ?
C34 C30 C31 N4 -1.6(5) . . . . ?
C29 C30 C31 N4 178.3(3) . . . . ?
C31 N4 C32 C33 0.0(5) . . . . ?
Cd1 N4 C32 C33 -175.1(3) 3_665 . . . ?
N4 C32 C33 C34 -1.7(5) . . . . ?
C32 C33 C34 C30 1.7(5) . . . . ?
C31 C30 C34 C33 -0.1(5) . . . . ?
C29 C30 C34 C33 -180.0(3) . . . . ?
C25 C26 C35 C36 -0.3(5) . . . . ?
C27 C26 C35 C36 177.5(3) . . . . ?
C26 C35 C36 C37 -0.9(5) . . . . ?
C25 N1 C37 C36 -0.5(5) . . . . ?
Cd2 N1 C37 C36 -171.5(3) . . . . ?
C35 C36 C37 N1 1.4(6) . . . . ?
C49 N5 C38 C39 1.3(5) . . . . ?
Cd2 N5 C38 C39 -170.5(3) . . . . ?
N5 C38 C39 C40 0.3(5) . . . . ?
C38 C39 C40 C41 -1.7(5) . . . . ?
C39 C40 C41 C49 1.6(5) . . . . ?
C39 C40 C41 C42 -179.1(3) . . . . ?
N7 N6 C42 C41 -178.3(3) . . . . ?
C40 C41 C42 N6 178.1(3) . . . . ?
C49 C41 C42 N6 -2.6(5) . . . . ?
N6 N7 C43 C44 -178.2(3) . . . . ?
N7 C43 C44 C48 -166.1(3) . . . . ?
N7 C43 C44 C45 15.0(5) . . . . ?
C46 N8 C45 C44 -0.4(5) . . . . ?
Cd1 N8 C45 C44 168.4(2) 3_676 . . . ?
C48 C44 C45 N8 0.3(5) . . . . ?
C43 C44 C45 N8 179.2(3) . . . . ?
C45 N8 C46 C47 0.1(5) . . . . ?
Cd1 N8 C46 C47 -169.0(3) 3_676 . . . ?
N8 C46 C47 C48 0.3(6) . . . . ?
C46 C47 C48 C44 -0.4(6) . . . . ?
C45 C44 C48 C47 0.1(5) . . . . ?
C43 C44 C48 C47 -178.9(3) . . . . ?
C38 N5 C49 C41 -1.5(5) . . . . ?
Cd2 N5 C49 C41 170.3(3) . . . . ?
C40 C41 C49 N5 0.0(5) . . . . ?
C42 C41 C49 N5 -179.3(3) . . . . ?
O9 C50 N9 C51 0.3(16) . . . . ?
O9 C50 N9 C52 -178.0(9) . . . . ?
