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#$Date: 2024-04-05 02:11:31 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290904 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/82/7248238.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_7248238
loop_
_publ_author_name
'Novikov, Anton P.'
'Volkov, Mikhail A.'
_publ_section_title
;
 The influence of the alkoxy substituent length on the crystal structures
 of Tc(v) complexes with pyrazine
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1747
_journal_page_last               1755
_journal_paper_doi               10.1039/D4CE00029C
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C10 H13 Cl2 N4 O2 Tc'
_chemical_formula_sum            'C10 H13 Cl2 N4 O2 Tc'
_chemical_formula_weight         390.14
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-10
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-10-18 deposited with the CCDC.	2024-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.197(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6629(6)
_cell_length_b                   9.0674(5)
_cell_length_c                   14.0443(7)
_cell_measurement_reflns_used    6848
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.046
_cell_measurement_theta_min      2.885
_cell_volume                     1433.28(13)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21488
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_min         4.192
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.379
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0556 before and 0.0453 after correction.
The Ratio of minimum to maximum transmission is 0.9298.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         4174
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0228
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0173P)²+0.7229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0456
_refine_ls_wR_factor_ref         0.0488
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3561
_reflns_number_total             4174
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00029c2.cif
_cod_data_source_block           mv8_lt_0m_a
_cod_depositor_comments
'Adding full bibliography for 7248235--7248244.cif.'
_cod_database_code               7248238
_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   0.799
_shelx_estimated_absorpt_t_min   0.733
_olex2_refinement_description
;
1. Restrained distances
 C9-C10 \\sim C9-C10A
 with sigma of 0.02
2. Others
 Sof(C10A)=Sof(H10D)=Sof(H10E)=Sof(H10F)=1-FVAR(1)
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(1)
3.a Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C10A(H10D,H10E,H10F)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Tc1 Tc 0.42435(2) 0.50518(2) 0.71353(2) 0.00973(4) Uani 1 1 d . . . . .
Cl1 Cl 0.45084(4) 0.66587(5) 0.58131(3) 0.01795(9) Uani 1 1 d . . . . .
Cl2 Cl 0.41712(4) 0.34883(5) 0.84702(3) 0.01907(9) Uani 1 1 d . . . . .
O1 O 0.58097(10) 0.44915(13) 0.72397(8) 0.0134(2) Uani 1 1 d . . . . .
O2 O 0.28381(11) 0.56346(13) 0.68683(9) 0.0177(3) Uani 1 1 d . . . . .
N2 N 0.57655(13) 0.91781(16) 0.93744(10) 0.0160(3) Uani 1 1 d . . . . .
N1 N 0.48457(12) 0.68214(15) 0.81362(9) 0.0107(3) Uani 1 1 d . . . . .
N4 N 0.29566(15) 0.07538(18) 0.49563(12) 0.0258(4) Uani 1 1 d . . . . .
N3 N 0.37081(13) 0.32170(15) 0.61525(10) 0.0133(3) Uani 1 1 d . . . . .
C3 C 0.47525(16) 0.92910(19) 0.86580(13) 0.0157(3) Uani 1 1 d . . . . .
H3 H 0.4396(19) 1.018(2) 0.8595(15) 0.019 Uiso 1 1 d . U . . .
C2 C 0.62929(16) 0.78621(19) 0.94777(12) 0.0145(3) Uani 1 1 d . . . . .
H2 H 0.7005(18) 0.776(2) 0.9974(14) 0.017 Uiso 1 1 d . U . . .
C1 C 0.58404(15) 0.66764(19) 0.88688(12) 0.0131(3) Uani 1 1 d . . . . .
H1 H 0.6208(18) 0.582(2) 0.8941(14) 0.016 Uiso 1 1 d . U . . .
C6 C 0.39363(18) 0.0731(2) 0.57046(14) 0.0225(4) Uani 1 1 d . . . . .
H6 H 0.435(2) -0.015(2) 0.5844(16) 0.027 Uiso 1 1 d . U . . .
C7 C 0.23670(18) 0.2028(2) 0.48134(14) 0.0234(4) Uani 1 1 d . . . . .
H7 H 0.169(2) 0.207(2) 0.4290(16) 0.028 Uiso 1 1 d . U . . .
C4 C 0.42845(15) 0.81364(18) 0.80320(12) 0.0128(3) Uani 1 1 d . . . . .
H4 H 0.3554(18) 0.823(2) 0.7521(14) 0.015 Uiso 1 1 d . U . . .
C5 C 0.43159(17) 0.19418(19) 0.63054(13) 0.0186(4) Uani 1 1 d . . . . .
H5 H 0.4982(19) 0.194(2) 0.6857(15) 0.022 Uiso 1 1 d . U . . .
C8 C 0.27306(16) 0.32644(19) 0.53985(13) 0.0167(3) Uani 1 1 d . . . . .
H8 H 0.2280(18) 0.413(2) 0.5282(14) 0.020 Uiso 1 1 d . U . . .
C9 C 0.67861(17) 0.4548(3) 0.68118(15) 0.0237(4) Uani 1 1 d D . . . .
H9A H 0.652(2) 0.488(2) 0.6175(17) 0.028 Uiso 1 1 d . U . . .
H9B H 0.705(2) 0.361(3) 0.6767(15) 0.028 Uiso 1 1 d . U . . .
C10 C 0.7658(8) 0.5636(11) 0.7312(6) 0.0371(17) Uani 0.60(2) 1 d D . P A 1
H10A H 0.728669 0.661333 0.725087 0.056 Uiso 0.60(2) 1 calc R U P A 1
H10B H 0.832605 0.564985 0.701054 0.056 Uiso 0.60(2) 1 calc R U P A 1
H10C H 0.794628 0.537607 0.801165 0.056 Uiso 0.60(2) 1 calc R U P A 1
C10A C 0.7923(8) 0.486(3) 0.7572(10) 0.060(5) Uani 0.40(2) 1 d D . P A 2
H10D H 0.782103 0.573506 0.795438 0.090 Uiso 0.40(2) 1 calc R U P A 2
H10E H 0.855551 0.504604 0.724589 0.090 Uiso 0.40(2) 1 calc R U P A 2
H10F H 0.813560 0.401390 0.801537 0.090 Uiso 0.40(2) 1 calc R 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'
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'
Tc Tc -1.4390 0.7593 '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
Cl2 Tc1 Cl1 174.958(16) . . ?
O1 Tc1 Cl1 84.59(4) . . ?
O1 Tc1 Cl2 90.69(4) . . ?
O1 Tc1 N1 90.38(5) . . ?
O1 Tc1 N3 87.32(5) . . ?
O2 Tc1 Cl1 87.30(5) . . ?
O2 Tc1 Cl2 97.51(5) . . ?
O2 Tc1 O1 171.28(6) . . ?
O2 Tc1 N1 92.54(5) . . ?
O2 Tc1 N3 89.88(6) . . ?
N1 Tc1 Cl1 88.10(4) . . ?
N1 Tc1 Cl2 90.15(4) . . ?
N1 Tc1 N3 177.49(5) . . ?
N3 Tc1 Cl1 92.69(4) . . ?
N3 Tc1 Cl2 88.87(4) . . ?
C9 O1 Tc1 146.52(12) . . ?
C2 N2 C3 116.17(15) . . ?
C1 N1 Tc1 120.18(11) . . ?
C1 N1 C4 117.88(14) . . ?
C4 N1 Tc1 121.87(11) . . ?
C7 N4 C6 115.70(16) . . ?
C5 N3 Tc1 120.77(11) . . ?
C8 N3 Tc1 121.86(11) . . ?
C8 N3 C5 117.29(15) . . ?
N2 C3 H3 115.9(14) . . ?
N2 C3 C4 122.85(16) . . ?
C4 C3 H3 121.3(13) . . ?
N2 C2 H2 117.3(13) . . ?
N2 C2 C1 122.41(16) . . ?
C1 C2 H2 120.3(12) . . ?
N1 C1 C2 120.63(16) . . ?
N1 C1 H1 118.2(13) . . ?
C2 C1 H1 121.2(13) . . ?
N4 C6 H6 117.8(14) . . ?
N4 C6 C5 122.57(17) . . ?
C5 C6 H6 119.5(14) . . ?
N4 C7 H7 117.0(14) . . ?
N4 C7 C8 123.04(17) . . ?
C8 C7 H7 120.0(14) . . ?
N1 C4 C3 120.01(15) . . ?
N1 C4 H4 118.1(12) . . ?
C3 C4 H4 121.9(12) . . ?
N3 C5 C6 120.93(16) . . ?
N3 C5 H5 114.5(13) . . ?
C6 C5 H5 124.5(13) . . ?
N3 C8 C7 120.47(16) . . ?
N3 C8 H8 119.1(12) . . ?
C7 C8 H8 120.4(12) . . ?
O1 C9 H9A 108.9(14) . . ?
O1 C9 H9B 108.7(14) . . ?
O1 C9 C10 110.8(3) . . ?
O1 C9 C10A 111.3(4) . . ?
H9A C9 H9B 105.6(18) . . ?
C10 C9 H9A 105.3(14) . . ?
C10 C9 H9B 117.1(15) . . ?
C10A C9 H9A 130.0(17) . . ?
C10A C9 H9B 88.5(18) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C10A H10D 109.5 . . ?
C9 C10A H10E 109.5 . . ?
C9 C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 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
Tc1 Cl1 2.4429(4) . ?
Tc1 Cl2 2.3695(4) . ?
Tc1 O1 1.8643(12) . ?
Tc1 O2 1.6687(12) . ?
Tc1 N1 2.1275(13) . ?
Tc1 N3 2.1474(14) . ?
O1 C9 1.421(2) . ?
N2 C3 1.340(2) . ?
N2 C2 1.333(2) . ?
N1 C1 1.340(2) . ?
N1 C4 1.349(2) . ?
N4 C6 1.335(2) . ?
N4 C7 1.333(2) . ?
N3 C5 1.344(2) . ?
N3 C8 1.338(2) . ?
C3 H3 0.90(2) . ?
C3 C4 1.384(2) . ?
C2 H2 0.94(2) . ?
C2 C1 1.389(2) . ?
C1 H1 0.88(2) . ?
C6 H6 0.93(2) . ?
C6 C5 1.385(2) . ?
C7 H7 0.93(2) . ?
C7 C8 1.389(2) . ?
C4 H4 0.96(2) . ?
C5 H5 0.94(2) . ?
C8 H8 0.94(2) . ?
C9 H9A 0.92(2) . ?
C9 H9B 0.91(2) . ?
C9 C10 1.458(5) . ?
C9 C10A 1.496(8) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10A H10D 0.9800 . ?
C10A H10E 0.9800 . ?
C10A H10F 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
_geom_hbond_publ_flag
C3 H3 O2 0.90(2) 2.55(2) 3.160(2) 125.8(16) 2_556 yes
C1 H1 N4 0.88(2) 2.59(2) 3.362(2) 147.0(16) 4_666 yes
C8 H8 N2 0.94(2) 2.43(2) 3.312(2) 156.6(16) 4_575 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
Tc1 O1 C9 C10 101.4(6) . . . . ?
Tc1 O1 C9 C10A 135.7(13) . . . . ?
Tc1 N1 C1 C2 174.84(12) . . . . ?
Tc1 N1 C4 C3 -175.48(12) . . . . ?
Tc1 N3 C5 C6 176.47(15) . . . . ?
Tc1 N3 C8 C7 -175.94(14) . . . . ?
Cl1 Tc1 O1 C9 -10.7(2) . . . . ?
Cl2 Tc1 O1 C9 171.1(2) . . . . ?
N2 C3 C4 N1 0.8(3) . . . . ?
N2 C2 C1 N1 0.7(3) . . . . ?
N1 Tc1 O1 C9 -98.8(2) . . . . ?
N4 C6 C5 N3 -0.5(3) . . . . ?
N4 C7 C8 N3 -0.5(3) . . . . ?
N3 Tc1 O1 C9 82.2(2) . . . . ?
C3 N2 C2 C1 1.3(3) . . . . ?
C2 N2 C3 C4 -2.0(3) . . . . ?
C1 N1 C4 C3 1.3(2) . . . . ?
C6 N4 C7 C8 -0.2(3) . . . . ?
C7 N4 C6 C5 0.7(3) . . . . ?
C4 N1 C1 C2 -2.0(2) . . . . ?
C5 N3 C8 C7 0.7(3) . . . . ?
C8 N3 C5 C6 -0.2(3) . . . . ?
