#------------------------------------------------------------------------------
#$Date: 2022-03-08 01:51:21 +0200 (Tue, 08 Mar 2022) $
#$Revision: 273514 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/96/7709680.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_7709680
loop_
_publ_author_name
'Sierra, Miguel A.'
'GOMEZ GALLEGO, MAR'
'Ramirez de Arellano, Carmen'
'Lorenzo-Aparicio, Carmen'
_publ_section_title
;
 Phosphorescent Ir(III) Complexes derived from Purine Nucleobases
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT04148G
_journal_year                    2022
_chemical_formula_sum            'C32 H31 Cl2 Ir N8 O2'
_chemical_formula_weight         822.75
_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
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-07-19 deposited with the CCDC.	2022-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.632(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2418(4)
_cell_length_b                   22.7104(11)
_cell_length_c                   16.9586(11)
_cell_measurement_reflns_used    2529
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      31.32
_cell_measurement_theta_min      2.41
_cell_volume                     3170.9(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'CrystalMaker 9.2.9f1 (1994-2019)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            106716
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        29.964
_diffrn_reflns_theta_max         29.964
_diffrn_reflns_theta_min         2.404
_exptl_absorpt_coefficient_mu    4.423
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2, BrukerAXS'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_description       prism
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.711
_refine_diff_density_min         -1.721
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         9162
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0203
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0248P)²+5.6811P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0526
_refine_ls_wR_factor_ref         0.0551
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8506
_reflns_number_total             9162
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt04148g2.cif
_cod_data_source_block           MAS_clz350
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7709680
_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. 
;
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
Ir1 Ir 0.52240(2) 0.65551(2) 0.34491(2) 0.01600(3) Uani 1 1 d . . . . .
O1 O 0.61477(19) 0.59610(7) 0.43554(10) 0.0202(3) Uani 1 1 d . . . . .
O2 O 0.42904(19) 0.70907(7) 0.43635(10) 0.0205(3) Uani 1 1 d . . . . .
C1 C 0.6557(3) 0.55202(11) 0.56104(15) 0.0275(5) Uani 1 1 d . . . . .
H1A H 0.582733 0.517946 0.557533 0.036 Uiso 1 1 calc R U . . .
H1B H 0.665429 0.565814 0.615805 0.036 Uiso 1 1 calc R U . . .
H1C H 0.763034 0.540634 0.543669 0.036 Uiso 1 1 calc R U . . .
C2 C 0.5872(3) 0.60108(10) 0.50851(14) 0.0204(4) Uani 1 1 d . . . . .
C3 C 0.5013(3) 0.64587(10) 0.54486(14) 0.0220(4) Uani 1 1 d . . . . .
H3 H 0.490746 0.642127 0.600183 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4286(3) 0.69584(10) 0.50908(13) 0.0191(4) Uani 1 1 d . . . . .
C5 C 0.3386(3) 0.73851(11) 0.55983(15) 0.0268(5) Uani 1 1 d . . . . .
H5A H 0.388065 0.777633 0.556640 0.035 Uiso 1 1 calc R U . . .
H5B H 0.344908 0.724952 0.614743 0.035 Uiso 1 1 calc R U . . .
H5C H 0.224560 0.740598 0.540977 0.035 Uiso 1 1 calc R U . . .
N11 N 0.7224(2) 0.70933(8) 0.34636(11) 0.0181(3) Uani 1 1 d . . . . .
C12 C 0.8576(3) 0.70102(10) 0.39327(14) 0.0215(4) Uani 1 1 d . . . . .
H12 H 0.858261 0.667687 0.427132 0.026 Uiso 1 1 calc R U . . .
N13 N 0.9896(2) 0.73464(9) 0.39690(12) 0.0229(4) Uani 1 1 d . . . . .
C14 C 0.9776(3) 0.78057(10) 0.34684(14) 0.0199(4) Uani 1 1 d . . . . .
C15 C 0.8444(3) 0.79387(9) 0.29472(13) 0.0192(4) Uani 1 1 d . . . . .
C16 C 0.7105(3) 0.75621(9) 0.29500(13) 0.0180(4) Uani 1 1 d . . . . .
N17 N 0.8747(3) 0.84525(9) 0.25299(13) 0.0242(4) Uani 1 1 d . . . . .
C18 C 1.0210(3) 0.86084(10) 0.28004(14) 0.0238(4) Uani 1 1 d . . . . .
H18 H 1.074741 0.894905 0.261808 0.029 Uiso 1 1 calc R U . . .
N19 N 1.0896(2) 0.82426(9) 0.33631(12) 0.0212(4) Uani 1 1 d . . . . .
C21 C 0.5578(3) 0.75953(10) 0.24854(13) 0.0188(4) Uani 1 1 d . . . . .
C22 C 0.4456(3) 0.71388(10) 0.26402(13) 0.0185(4) Uani 1 1 d . . . . .
C23 C 0.2948(3) 0.71593(11) 0.22164(15) 0.0252(5) Uani 1 1 d . . . . .
H23 H 0.215614 0.686585 0.230617 0.030 Uiso 1 1 calc R U . . .
C24 C 0.2598(3) 0.76042(12) 0.16658(16) 0.0297(5) Uani 1 1 d . . . . .
H24 H 0.157119 0.760880 0.138716 0.036 Uiso 1 1 calc R U . . .
C25 C 0.3736(3) 0.80430(12) 0.15187(16) 0.0293(5) Uani 1 1 d . . . . .
H25 H 0.348629 0.834133 0.113957 0.035 Uiso 1 1 calc R U . . .
C26 C 0.5232(3) 0.80401(10) 0.19297(14) 0.0236(4) Uani 1 1 d . . . . .
H26 H 0.601336 0.833647 0.183536 0.028 Uiso 1 1 calc R U . . .
C27 C 1.2484(3) 0.83216(11) 0.37806(16) 0.0262(5) Uani 1 1 d . . . . .
H27A H 1.326555 0.848512 0.341245 0.031 Uiso 1 1 calc R U . . .
H27B H 1.289866 0.793450 0.396743 0.031 Uiso 1 1 calc R U . . .
C28 C 1.2354(4) 0.87343(13) 0.4481(2) 0.0408(7) Uani 1 1 d . . . . .
H28A H 1.192146 0.911491 0.429824 0.053 Uiso 1 1 calc R U . . .
H28B H 1.343194 0.879128 0.473808 0.053 Uiso 1 1 calc R U . . .
H28C H 1.162383 0.856260 0.485955 0.053 Uiso 1 1 calc R U . . .
N31 N 0.3232(2) 0.60181(8) 0.33350(11) 0.0177(3) Uani 1 1 d . . . . .
C32 C 0.1907(3) 0.60727(10) 0.37745(14) 0.0205(4) Uani 1 1 d . . . . .
H32 H 0.191297 0.638778 0.414318 0.025 Uiso 1 1 calc R U . . .
N33 N 0.0601(2) 0.57291(9) 0.37403(12) 0.0219(4) Uani 1 1 d . . . . .
C34 C 0.0703(3) 0.52988(10) 0.32033(14) 0.0204(4) Uani 1 1 d . . . . .
C35 C 0.1988(3) 0.51990(10) 0.27050(14) 0.0210(4) Uani 1 1 d . . . . .
C36 C 0.3322(3) 0.55811(9) 0.27786(13) 0.0194(4) Uani 1 1 d . . . . .
N37 N 0.1663(3) 0.47064(9) 0.22344(13) 0.0271(4) Uani 1 1 d . . . . .
C38 C 0.0234(3) 0.45323(11) 0.24545(15) 0.0270(5) Uani 1 1 d . . . . .
H38 H -0.030886 0.419969 0.222816 0.032 Uiso 1 1 calc R U . . .
N39 N -0.0415(2) 0.48653(9) 0.30338(13) 0.0240(4) Uani 1 1 d . . . . .
C41 C 0.4804(3) 0.55867(10) 0.23464(14) 0.0224(4) Uani 1 1 d . . . . .
C42 C 0.5929(3) 0.60366(10) 0.25798(13) 0.0208(4) Uani 1 1 d . . . . .
C43 C 0.7366(3) 0.60642(12) 0.21654(15) 0.0271(5) Uani 1 1 d . . . . .
H43 H 0.814469 0.636080 0.229688 0.033 Uiso 1 1 calc R U . . .
C44 C 0.7670(4) 0.56657(14) 0.15661(17) 0.0345(6) Uani 1 1 d . . . . .
H44 H 0.865305 0.569437 0.129727 0.041 Uiso 1 1 calc R U . . .
C45 C 0.6554(4) 0.52247(14) 0.13540(17) 0.0367(6) Uani 1 1 d . . . . .
H45 H 0.678196 0.495347 0.094720 0.044 Uiso 1 1 calc R U . . .
C46 C 0.5112(3) 0.51846(12) 0.17402(15) 0.0291(5) Uani 1 1 d . . . . .
H46 H 0.433896 0.488862 0.159684 0.035 Uiso 1 1 calc R U . . .
C47 C -0.1916(3) 0.47565(11) 0.34490(17) 0.0288(5) Uani 1 1 d . . . . .
H47A H -0.265593 0.450606 0.311766 0.035 Uiso 1 1 calc R U . . .
H47B H -0.247161 0.513521 0.354048 0.035 Uiso 1 1 calc R U . . .
C48 C -0.1538(3) 0.44554(12) 0.42298(16) 0.0306(5) Uani 1 1 d . . . . .
H48A H -0.099295 0.407973 0.413852 0.040 Uiso 1 1 calc R U . . .
H48B H -0.255093 0.438317 0.449526 0.040 Uiso 1 1 calc R U . . .
H48C H -0.082677 0.470784 0.456230 0.040 Uiso 1 1 calc R U . . .
C51 C 0.2917(6) 0.6157(2) 0.0403(3) 0.0670(11) Uani 1 1 d D . . . .
H51A H 0.393126 0.604290 0.015156 0.080 Uiso 0.653(17) 1 calc R U P A 1
H51B H 0.321259 0.630916 0.093732 0.080 Uiso 0.653(17) 1 calc R U P A 1
H51C H 0.283393 0.640980 0.087493 0.080 Uiso 0.347(17) 1 calc R U P A 2
H51D H 0.406383 0.603436 0.036670 0.080 Uiso 0.347(17) 1 calc R U P A 2
Cl1 Cl 0.16592(13) 0.55298(5) 0.04825(7) 0.0667(3) Uani 1 1 d D . . . .
Cl2 Cl 0.1931(4) 0.67228(11) -0.01644(16) 0.0552(10) Uani 0.653(17) 1 d D . P A
1
Cl2B Cl 0.2331(16) 0.6520(9) -0.0384(9) 0.127(4) Uani 0.347(17) 1 d D U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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
C22 Ir1 C42 88.74(9) . . ?
C22 Ir1 N31 95.94(8) . . ?
C42 Ir1 N31 80.68(9) . . ?
C22 Ir1 N11 80.87(8) . . ?
C42 Ir1 N11 95.70(9) . . ?
N31 Ir1 N11 175.27(7) . . ?
C22 Ir1 O2 90.42(8) . . ?
C42 Ir1 O2 175.85(8) . . ?
N31 Ir1 O2 95.37(7) . . ?
N11 Ir1 O2 88.17(7) . . ?
C22 Ir1 O1 176.69(8) . . ?
C42 Ir1 O1 92.99(8) . . ?
N31 Ir1 O1 87.13(7) . . ?
N11 Ir1 O1 96.15(7) . . ?
O2 Ir1 O1 88.05(6) . . ?
C2 O1 Ir1 124.33(14) . . ?
C4 O2 Ir1 125.89(14) . . ?
O1 C2 C3 127.5(2) . . ?
O1 C2 C1 115.3(2) . . ?
C3 C2 C1 117.2(2) . . ?
C2 C3 C4 127.6(2) . . ?
O2 C4 C3 126.1(2) . . ?
O2 C4 C5 115.1(2) . . ?
C3 C4 C5 118.8(2) . . ?
C12 N11 C16 120.87(19) . . ?
C12 N11 Ir1 124.32(15) . . ?
C16 N11 Ir1 114.81(14) . . ?
N13 C12 N11 126.7(2) . . ?
C12 N13 C14 112.4(2) . . ?
N13 C14 N19 127.8(2) . . ?
N13 C14 C15 126.4(2) . . ?
N19 C14 C15 105.81(19) . . ?
N17 C15 C16 132.4(2) . . ?
N17 C15 C14 110.2(2) . . ?
C16 C15 C14 117.34(19) . . ?
N11 C16 C15 116.28(19) . . ?
N11 C16 C21 114.66(19) . . ?
C15 C16 C21 129.1(2) . . ?
C18 N17 C15 103.33(19) . . ?
N17 C18 N19 114.9(2) . . ?
C18 N19 C14 105.73(19) . . ?
C18 N19 C27 126.3(2) . . ?
C14 N19 C27 127.9(2) . . ?
C26 C21 C22 122.4(2) . . ?
C26 C21 C16 123.0(2) . . ?
C22 C21 C16 114.58(19) . . ?
C23 C22 C21 116.6(2) . . ?
C23 C22 Ir1 128.27(17) . . ?
C21 C22 Ir1 115.09(15) . . ?
C24 C23 C22 121.0(2) . . ?
C23 C24 C25 121.0(2) . . ?
C26 C25 C24 119.6(2) . . ?
C25 C26 C21 119.3(2) . . ?
N19 C27 C28 111.0(2) . . ?
C32 N31 C36 120.91(19) . . ?
C32 N31 Ir1 123.79(15) . . ?
C36 N31 Ir1 115.30(15) . . ?
N33 C32 N31 126.4(2) . . ?
C32 N33 C34 112.4(2) . . ?
N33 C34 N39 127.1(2) . . ?
N33 C34 C35 126.9(2) . . ?
N39 C34 C35 106.1(2) . . ?
N37 C35 C36 132.6(2) . . ?
N37 C35 C34 110.2(2) . . ?
C36 C35 C34 117.2(2) . . ?
N31 C36 C35 116.2(2) . . ?
N31 C36 C41 114.4(2) . . ?
C35 C36 C41 129.4(2) . . ?
C38 N37 C35 103.3(2) . . ?
N37 C38 N39 115.1(2) . . ?
C38 N39 C34 105.4(2) . . ?
C38 N39 C47 128.0(2) . . ?
C34 N39 C47 126.3(2) . . ?
C46 C41 C42 122.1(2) . . ?
C46 C41 C36 123.2(2) . . ?
C42 C41 C36 114.7(2) . . ?
C43 C42 C41 116.5(2) . . ?
C43 C42 Ir1 128.62(19) . . ?
C41 C42 Ir1 114.90(16) . . ?
C44 C43 C42 121.3(3) . . ?
C43 C44 C45 121.1(2) . . ?
C46 C45 C44 119.6(3) . . ?
C45 C46 C41 119.3(3) . . ?
N39 C47 C48 110.6(2) . . ?
Cl2B C51 Cl1 108.5(5) . . ?
Cl1 C51 Cl2 111.6(3) . . ?
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
Ir1 C22 1.990(2) . ?
Ir1 C42 1.994(2) . ?
Ir1 N31 2.0469(18) . ?
Ir1 N11 2.0515(18) . ?
Ir1 O2 2.1415(16) . ?
Ir1 O1 2.1575(15) . ?
O1 C2 1.273(3) . ?
O2 C4 1.270(3) . ?
C1 C2 1.519(3) . ?
C2 C3 1.399(3) . ?
C3 C4 1.408(3) . ?
C4 C5 1.513(3) . ?
N11 C12 1.352(3) . ?
N11 C16 1.376(3) . ?
C12 N13 1.328(3) . ?
N13 C14 1.346(3) . ?
C14 N19 1.372(3) . ?
C14 C15 1.410(3) . ?
C15 N17 1.393(3) . ?
C15 C16 1.396(3) . ?
C16 C21 1.456(3) . ?
N17 C18 1.319(3) . ?
C18 N19 1.368(3) . ?
N19 C27 1.470(3) . ?
C21 C26 1.402(3) . ?
C21 C22 1.422(3) . ?
C22 C23 1.408(3) . ?
C23 C24 1.397(3) . ?
C24 C25 1.399(4) . ?
C25 C26 1.389(3) . ?
C27 C28 1.521(4) . ?
N31 C32 1.356(3) . ?
N31 C36 1.374(3) . ?
C32 N33 1.329(3) . ?
N33 C34 1.341(3) . ?
C34 N39 1.370(3) . ?
C34 C35 1.403(3) . ?
C35 N37 1.393(3) . ?
C35 C36 1.402(3) . ?
C36 C41 1.453(3) . ?
N37 C38 1.313(3) . ?
C38 N39 1.368(3) . ?
N39 C47 1.472(3) . ?
C41 C46 1.407(3) . ?
C41 C42 1.424(3) . ?
C42 C43 1.406(3) . ?
C43 C44 1.392(4) . ?
C44 C45 1.396(4) . ?
C45 C46 1.386(4) . ?
C47 C48 1.510(4) . ?
C51 Cl2B 1.622(8) . ?
C51 Cl1 1.771(5) . ?
C51 Cl2 1.778(5) . ?
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
C12 H12 O1 0.95 2.59 3.214(3) 123.4 . yes
C27 H27B O2 0.99 2.32 3.298(3) 170.5 1_655 yes
C32 H32 O2 0.95 2.54 3.165(3) 123.4 . yes
