#------------------------------------------------------------------------------
#$Date: 2021-09-03 02:07:36 +0300 (Fri, 03 Sep 2021) $
#$Revision: 268377 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/81/7708177.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_7708177
loop_
_publ_author_name
'Kumar, Brajesh'
'Das, Tushar'
'Das, Subhadeep'
'Maniukiewicz, Waldemar'
'Nesterov, Dmytro'
'Kirillov, Alexander'
'Das, Subrata'
_publ_section_title
;
 Coupling 6-chloro-3-methyluracil with copper: Structural features,
 theoretical analysis, and biofunctional properties
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT02018H
_journal_year                    2021
_chemical_formula_moiety         'C10 H12 Cl2 Cu N4 O6, 4(H2 O)'
_chemical_formula_sum            'C10 H20 Cl2 Cu N4 O10'
_chemical_formula_weight         490.742
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2021-07-26
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.07.19 svn.r715e62df for OlexSys, GUI svn.r6380)
;
_audit_update_record
;
2021-08-18 deposited with the CCDC.	2021-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                100.737(6)
_cell_angle_beta                 111.177(6)
_cell_angle_gamma                98.352(7)
_cell_formula_units_Z            1
_cell_length_a                   6.966(3)
_cell_length_b                   8.253(4)
_cell_length_c                   9.105(4)
_cell_measurement_reflns_used    93859
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.775
_cell_measurement_theta_min      2.715
_cell_volume                     466.5(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement
'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.9988
_diffrn_measured_fraction_theta_max 0.9851
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.9988
_diffrn_reflns_Laue_measured_fraction_max 0.9851
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14589
_diffrn_reflns_point_group_measured_fraction_full 0.9988
_diffrn_reflns_point_group_measured_fraction_max 0.9851
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.69
_diffrn_reflns_theta_min         3.09
_exptl_absorpt_coefficient_mu    1.515
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_type   gaussian
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_description       Needle
_exptl_crystal_F_000             251.795
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.4064
_refine_diff_density_min         -0.2845
_refine_diff_density_rms         0.0633
_refine_ls_d_res_high            0.7402
_refine_ls_d_res_low             6.6023
_refine_ls_extinction_coef       0.042(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0465
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    11
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2376
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0465
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0213
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0302P)²+0.2378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0623
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -9
_reflns_limit_k_max              10
_reflns_limit_k_min              -11
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2277
_reflns_number_total             2376
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1dt02018h2.cif
_cod_data_source_block           SDBR_17
_cod_original_cell_volume        466.4(4)
_cod_database_code               7708177
_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, All O(H,H) groups
2. Others
 Fixed Sof: H6a(0.5) H6b(0.5) H6c(0.5) H6d(0.5) H6e(0.5) H6f(0.5)
3.a Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.5 0.0 0.5 0.02027(9) Uani 1.000000 2 S T P
Cl1 Cl 0.89476(6) 0.35271(5) 0.69364(5) 0.03589(11) Uani 1.000000 1 . . .
O1 O 0.25565(17) 0.06610(13) 0.21599(13) 0.0298(2) Uani 1.000000 1 . . .
O2 O 0.55376(18) 0.59967(13) 0.22365(14) 0.0312(2) Uani 1.000000 1 . . .
O3 O 0.69614(19) -0.08020(15) 0.41156(16) 0.0325(2) Uani 1.000000 1 . . .
H3a H 0.748(4) -0.017(3) 0.366(3) 0.0488(4) Uiso 1.000000 1 . . .
H3b H 0.660(4) -0.163(3) 0.363(3) 0.0488(4) Uiso 1.000000 1 . . .
N1 N 0.54956(18) 0.21271(14) 0.43602(14) 0.0217(2) Uani 1.000000 1 . . .
C1 C 0.3986(2) 0.19823(16) 0.28647(16) 0.0213(2) Uani 1.000000 1 . . .
N2 N 0.40699(18) 0.33136(14) 0.21513(14) 0.0221(2) Uani 1.000000 1 . . .
C3 C 0.5611(2) 0.48232(16) 0.29192(17) 0.0220(3) Uani 1.000000 1 . . .
C4 C 0.7200(2) 0.49110(17) 0.44724(17) 0.0230(3) Uani 1.000000 1 . . .
H4 H 0.826(3) 0.586(2) 0.499(2) 0.0276(3) Uiso 1.000000 1 . . .
C5 C 0.7054(2) 0.35475(17) 0.50877(16) 0.0212(2) Uani 1.000000 1 . . .
C6 C 0.2434(3) 0.3112(2) 0.05178(18) 0.0340(3) Uani 1.000000 1 . . .
O4 O 0.8890(2) 0.12151(18) 0.28492(18) 0.0407(3) Uani 1.000000 1 . . .
H4a H 0.813(4) 0.149(3) 0.189(3) 0.0611(4) Uiso 1.000000 1 . . .
H4b H 0.977(5) 0.095(3) 0.273(3) 0.0611(4) Uiso 1.000000 1 . . .
O5 O 0.6953(3) 0.2133(2) -0.00302(19) 0.0590(4) Uani 1.000000 1 . . .
H5a H 0.692(5) 0.133(4) -0.079(4) 0.0885(6) Uiso 1.000000 1 . . .
H5b H 0.638(5) 0.276(4) -0.052(4) 0.0885(6) Uiso 1.000000 1 . . .
H6a H 0.1985(16) 0.1914(3) -0.0085(6) 0.0510(5) Uiso 1.000000 1 GR . .
H6b H 0.1215(9) 0.3503(17) 0.06221(18) 0.0510(5) Uiso 1.000000 1 GR . .
H6c H 0.3012(7) 0.3785(14) -0.0071(7) 0.0510(5) Uiso 1.000000 1 GR . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cu 0.34125 1.28947 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19100 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
O3 Cu1 O3 180.0 . 2_656 y
N1 Cu1 O3 89.36(5) . . y
N1 Cu1 O3 90.64(5) 2_656 . y
N1 Cu1 O3 90.64(5) . 2_656 y
N1 Cu1 O3 89.36(5) 2_656 2_656 y
N1 Cu1 N1 180.0 2_656 . y
H3a O3 Cu1 117.4(16) . 2_656 ?
H3b O3 Cu1 115(2) . 2_656 ?
H3b O3 H3a 110(2) . . ?
C1 N1 Cu1 109.09(8) . 2_656 ?
C5 N1 Cu1 131.73(9) . 2_656 ?
C5 N1 C1 119.06(11) . . ?
N1 C1 O1 119.87(12) . . ?
N2 C1 O1 121.20(12) . . ?
N2 C1 N1 118.94(12) . . ?
C3 N2 C1 122.76(11) . . ?
C6 N2 C1 117.81(12) . . ?
C6 N2 C3 119.43(11) . . ?
N2 C3 O2 119.35(12) . . ?
C4 C3 O2 124.05(13) . . ?
C4 C3 N2 116.60(11) . . ?
H4 C4 C3 119.1(12) . . ?
C5 C4 C3 117.65(12) . . ?
C5 C4 H4 123.2(12) . . ?
N1 C5 Cl1 114.47(10) . . ?
C4 C5 Cl1 120.65(11) . . ?
C4 C5 N1 124.88(12) . . ?
H6a C6 N2 109.5 . . ?
H6b C6 N2 109.5 . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 N2 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
H4b O4 H4a 105(3) . . ?
H5b O5 H5a 103(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
Cu1 O3 1.9524(12) 2_656 y
Cu1 O3 1.9524(12) . y
Cu1 N1 1.9725(13) 2_656 y
Cu1 N1 1.9725(13) . y
Cl1 C5 1.7281(15) . ?
O1 C1 1.2470(17) . ?
O2 C3 1.2421(17) . ?
O3 H3a 0.84(3) . ?
O3 H3b 0.70(3) . ?
N1 C1 1.3572(18) . ?
N1 C5 1.3464(18) . ?
C1 N2 1.3810(17) . ?
N2 C3 1.3922(18) . ?
N2 C6 1.4719(19) . ?
C3 C4 1.427(2) . ?
C4 H4 0.907(19) . ?
C4 C5 1.3540(19) . ?
C6 H6a 0.9800 . ?
C6 H6b 0.9800 . ?
C6 H6c 0.9800 . ?
O4 H4a 0.93(3) . ?
O4 H4b 0.72(3) . ?
O5 H5a 0.85(3) . ?
O5 H5b 0.80(3) . ?
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
O3 H3a O4 0.84(3) 1.82(3) 2.6629(18) 174(2) .
O3 H3b O2 0.70(3) 1.99(3) 2.687(2) 179(3) 1_545
O4 H4a O5 0.93(3) 1.86(3) 2.784(2) 173(2) .
O5 H5a O1 0.85(3) 2.03(4) 2.870(2) 166(3) 2_655
