#------------------------------------------------------------------------------
#$Date: 2024-05-25 04:57:04 +0300 (Sat, 25 May 2024) $
#$Revision: 292032 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571706.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1571706
loop_
_publ_author_name
'Fortis-Valera, Monserrat'
'Arroyo-Carmona, Rosa Elena'
'P\'erez-Ben\'itez, Aar\'on'
'Bern\`es, Sylvain'
_publ_section_title
;
Chlorido(2-{(2-hydroxyethyl)[tris(hydroxymethyl)methyl]amino}ethanolato-\k5
N,O,O′,O′′,O′′′)copper(II)
;
_journal_coeditor_code WM4213
_journal_issue 5
_journal_name_full IUCrData
_journal_paper_doi 10.1107/S2414314624004395
_journal_volume 9
_journal_year 2024
_chemical_formula_iupac '[Cu (C8 H18 N O5) Cl]'
_chemical_formula_moiety 'C8 H18 Cl Cu N O5'
_chemical_formula_sum 'C8 H18 Cl Cu N O5'
_chemical_formula_weight 307.22
_chemical_melting_point 435
_chemical_name_systematic
Chlorido(2-{(2-hydroxyethyl)[tris(hydroxymethyl)methyl]amino}ethanolato-\k^5^N,O,O',O'',O''')copper(II)
_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
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-2019/3
_cell_angle_alpha 90
_cell_angle_beta 94.366(12)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 7.2605(9)
_cell_length_b 10.4221(14)
_cell_length_c 14.668(2)
_cell_measurement_reflns_used 1395
_cell_measurement_temperature 109(2)
_cell_measurement_theta_max 29.5682
_cell_measurement_theta_min 3.4034
_cell_volume 1106.7(3)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2022)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2022)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2022)
;
_computing_molecular_graphics
;
XP in SHELXTL-Plus (Sheldrick, 2008) and Mercury (Macrae et al.,
2020)
;
_computing_publication_material
;
PublCif (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 109(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4685
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Enhance (Mo) X-ray Source'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0462
_diffrn_reflns_av_unetI/netI 0.0636
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 5523
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.568
_diffrn_reflns_theta_min 3.403
_exptl_absorpt_coefficient_mu 2.220
_exptl_absorpt_correction_T_max 0.917
_exptl_absorpt_correction_T_min 0.848
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2022)
;
_exptl_crystal_colour blue
_exptl_crystal_density_diffrn 1.844
_exptl_crystal_description prism
_exptl_crystal_F_000 636
_exptl_crystal_size_max 0.173
_exptl_crystal_size_mid 0.060
_exptl_crystal_size_min 0.040
_refine_diff_density_max 1.183
_refine_diff_density_min -1.174
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.046
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_constraints 0
_refine_ls_number_parameters 157
_refine_ls_number_reflns 2582
_refine_ls_number_restraints 4
_refine_ls_restrained_S_all 1.046
_refine_ls_R_factor_all 0.0655
_refine_ls_R_factor_gt 0.0475
_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/[\s^2^(Fo^2^)+(0.0646P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1144
_refine_ls_wR_factor_ref 0.1299
_reflns_number_gt 2002
_reflns_number_total 2582
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file wm4213.cif
_cod_data_source_block I
_cod_original_sg_symbol_H-M 'P 21/n'
_cod_database_code 1571706
_shelx_estimated_absorpt_t_min 0.700
_shelx_estimated_absorpt_t_max 0.916
_shelx_hkl_file
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7 3 6 237.995 111.792 2
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7 -3 6 138.384 81.1218 2
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7 -3 7 1196.19 208.268 2
7 -3 8-15.0604 42.8212 2
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7 -3 10 256.980 90.9997 2
7 4 -14 59.8581 54.2554 1
7 4 -13-53.8594 54.1199 1
7 4 -12 48.4857 46.3236 1
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7 4 -11 934.408 165.739 1
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7 4 -10-8.59847 43.9845 1
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8 -1 -6 763.146 135.622 2
8 -1 -5 1475.80 198.487 2
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8 1 -5 1359.97 178.924 2
8 -1 -4 3492.00 317.900 2
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8 1 -3 308.422 95.2576 2
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8 -1 -3 228.085 83.1419 2
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8 -1 -1 13.1654 41.8474 2
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8 -1 1-112.772 67.4673 2
8 1 1-45.5034 62.0464 2
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8 -1 2 667.242 156.771 2
8 1 2 785.637 162.817 2
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8 -1 3 157.482 81.8323 2
8 1 3 163.399 103.256 2
8 -1 4 1649.24 255.884 2
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8 1 4 1217.64 212.274 2
8 1 5-15.5523 38.8556 2
8 -1 5 82.3093 77.0345 2
8 -1 6 4304.78 412.724 2
8 1 6 4364.32 416.053 2
8 1 7-30.7684 63.9451 2
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8 -2 -6 470.260 111.120 2
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8 -2 -5 91.6121 61.0621 2
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8 -2 -4 423.793 114.304 2
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8 -2 -3 583.882 130.528 2
8 -2 -2 2569.22 276.588 2
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8 2 -2 2446.44 262.875 2
8 -2 -1 1543.80 220.907 2
8 2 -1 1664.43 225.441 2
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8 -2 5 60.6698 61.3684 2
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8 -3 -6 901.574 150.214 2
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8 -3 -5 1362.61 193.128 2
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8 -3 -4 573.495 129.253 2
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8 -3 -3-33.5928 61.3005 2
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8 -3 -1 221.594 94.7435 2
8 -3 0 5097.81 413.183 2
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8 -3 1 76.0918 57.9913 2
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8 -3 2 151.609 98.2800 2
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8 -3 3 134.677 81.6672 2
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8 -3 4 774.811 163.988 2
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8 -3 5-36.3990 42.1630 2
8 -3 6 6059.10 492.616 2
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8 4 -9 34.3940 32.6916 1
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8 -4 1 325.786 102.989 2
8 -4 2 2218.28 279.128 2
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8 -4 3 364.952 116.833 2
8 -4 4 2509.65 307.577 2
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8 -4 5 74.5742 64.3684 2
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8 5 -10 2379.78 273.185 1
-8 -5 9-11.7480 45.0141 3
8 5 -9 41.4743 38.0274 1
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8 -5 4 1191.93 217.656 2
-8 -5 -5 115.774 84.3925 3
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-8 -5 -7-37.5793 66.2805 3
8 6 -10 159.821 71.1136 1
-8 -6 7 784.564 157.691 3
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-8 -6 3 2001.54 274.277 3
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9 0 -4-44.8504 51.3004 2
9 0 -3 358.219 102.199 2
9 0 -2-110.880 81.4044 2
9 0 -1-65.3680 69.1423 2
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9 0 1 175.447 81.6251 2
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9 0 4-103.334 88.7994 2
9 -1 -4-3.24189 41.9078 2
9 -1 -3 2947.09 310.950 2
9 1 -3 2591.05 285.248 2
9 1 -2-48.0740 67.1874 2
9 -1 -2-137.425 87.5060 2
9 -1 -1 5695.51 457.641 2
9 1 -1 4868.29 415.330 2
9 1 0 21.0474 50.0184 2
9 -1 0 108.076 83.1232 2
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9 -1 1 1898.96 267.004 2
9 1 2 51.8503 39.9688 2
9 -1 2 92.7215 79.2170 2
9 1 3 383.464 118.695 2
9 -1 3 245.185 100.180 2
9 1 4 70.2908 77.1094 2
9 -2 -4 40.8016 71.3541 2
9 -2 -3 1073.89 185.590 2
9 -2 -2 288.084 99.8951 2
9 2 -1 182.247 76.7170 2
9 -2 -1 98.2939 58.2546 2
9 2 0 589.833 150.035 2
9 -2 0 398.822 125.591 2
9 2 1 168.607 73.5184 2
9 -2 1 164.037 101.202 2
9 2 2-8.94260 68.5545 2
9 -2 2-141.249 78.2414 2
9 2 3 919.626 185.043 2
9 -2 3 846.698 178.032 2
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9 -3 -4 9.35584 53.5491 2
9 -3 -3 3123.99 315.445 2
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9 -3 -2-113.517 76.5423 2
9 -3 -1 5676.28 454.304 2
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9 -3 0 676.084 159.253 2
9 -3 1 3094.24 334.056 2
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9 -3 2 55.9748 57.3673 2
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-9 -3 -4 298.327 93.9216 3
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-9 -4 6 23.1480 44.1454 3
-9 -4 5 73.7580 80.6108 3
-9 -4 4-65.4552 73.9752 3
9 -4 -4 29.8498 52.3621 2
-9 -4 3 1567.52 232.213 3
9 -4 -3 1641.28 225.795 2
-9 -4 2 15.8272 42.1824 3
9 -4 -2-20.4307 58.3996 2
-9 -4 1 561.559 147.602 3
9 -4 -1 652.218 152.574 2
-9 -4 0-81.9042 40.6860 3
9 -4 0-30.7834 62.1950 2
-9 -4 -1-128.130 75.2975 3
9 -4 1 14.6686 39.3333 2
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-9 -4 -5 2951.29 301.026 3
-9 -5 5 555.890 139.704 3
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9 -5 -4 110.961 69.8384 2
9 -5 -3 1858.49 242.271 2
-9 -5 3 2190.17 271.774 3
-9 -5 2-30.2080 63.1918 3
9 -5 -2-20.3861 39.9563 2
9 -5 -1 3784.59 370.830 2
-9 -5 1 4420.34 397.173 3
-9 -5 0 690.724 161.429 3
-9 -5 -1 1632.44 236.986 3
-9 -5 -2-25.0910 72.8405 3
-9 -5 -3 715.337 160.077 3
10 0 -1 276.474 106.121 2
10 -1 -1 354.742 111.181 2
0 0 0 0.00 0.00 0
TITL FluCu in P2(1)/n
REM P2(1)/n (#14 in standard setting)
CELL 0.71073 7.260488 10.422100 14.667667 90.0000 94.3656 90.0000
ZERR 4.00 0.000910 0.001409 0.001958 0.0000 0.0121 0.0000
LATT 1
SYMM -x+1/2, y+1/2,-z+1/2
SFAC C H N O Cl Cu
UNIT 32.00 72.00 4.00 20.00 4.00 4.00
TREF
HKLF 4
END
;
_shelx_hkl_checksum 59595
_shelx_res_file
;
TITL
FluCu.res
created by SHELXL-2019/3 at 10:47:45 on 15-Jan-2024
CELL 0.71073 7.2605 10.4221 14.668 90 94.366 90
ZERR 4 0.0009 0.0014 0.002 0 0.012 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H Cl Cu N O
UNIT 32 72 4 4 4 20
TEMP -164
SIZE 0.1733 0.0597 0.0400
DFIX 0.85 0.02 O1 H1 O2 H2 O3 H3 O4 H4
L.S. 15
PLAN 15
CONF
EQIV $1 -0.5+X,1.5-Y,0.5+Z
EQIV $2 0.5-X,-0.5+Y,1.5-Z
EQIV $3 0.5-X,0.5+Y,1.5-Z
EQIV $4 -0.5+X,1.5-Y,-0.5+Z
EQIV $5 0.5+X,1.5-Y,0.5+Z
EQIV $6 -X,2-Y,2-Z
HTAB O1 Cl1_$1
HTAB O2 O5_$2
HTAB O3 O4_$3
HTAB O4 O1_$4
HTAB C4 Cl1_$5
HTAB C5 Cl1_$1
HTAB C7 Cl1_$1
HTAB C8 O1_$6
BOND $H
FMAP 2
ACTA
WGHT 0.064600
FVAR 1.43442
CU1 4 0.228425 0.753731 0.759309 11.00000 0.00990 0.00690 =
0.00650 0.00036 0.00096 0.00093
CL1 3 0.318990 0.761962 0.613874 11.00000 0.01353 0.02193 =
0.00837 0.00109 0.00252 0.00237
O1 6 0.226851 0.802412 1.095722 11.00000 0.01077 0.01732 =
0.01080 -0.00402 0.00073 -0.00051
H1 2 0.115653 0.790096 1.103339 11.00000 -1.50000
O2 6 0.390831 0.616772 0.805999 11.00000 0.01632 0.00463 =
0.00798 -0.00248 0.00181 0.00472
H2 2 0.406779 0.538817 0.789939 11.00000 -1.50000
O3 6 0.459241 0.873009 0.843892 11.00000 0.02180 0.01077 =
0.01102 0.00061 0.00495 -0.00606
H3 2 0.462283 0.950703 0.836077 11.00000 -1.50000
O4 6 -0.033790 0.610368 0.727837 11.00000 0.01279 0.01105 =
0.00728 0.00005 -0.00068 -0.00093
H4 2 -0.113127 0.641117 0.691570 11.00000 -1.50000
O5 6 0.062042 0.899524 0.743103 11.00000 0.01537 0.00848 =
0.01000 0.00107 0.00366 0.00310
N1 5 0.131891 0.738986 0.886923 11.00000 0.00954 0.00388 =
0.00884 -0.00105 -0.00109 0.00056
C1 1 0.312809 0.729447 0.944324 11.00000 0.00851 0.00822 =
0.00697 -0.00146 -0.00224 -0.00092
C2 1 0.296388 0.697555 1.044646 11.00000 0.01281 0.01186 =
0.01141 -0.00088 -0.00115 0.00068
AFIX 23
H2A 2 0.213089 0.622927 1.048817 11.00000 -1.20000
H2B 2 0.419525 0.672641 1.072706 11.00000 -1.20000
AFIX 0
C3 1 0.423542 0.619373 0.902132 11.00000 0.01141 0.00898 =
0.01213 0.00196 -0.00107 0.00073
AFIX 23
H3A 2 0.557130 0.631837 0.918562 11.00000 -1.20000
H3B 2 0.386836 0.536144 0.927768 11.00000 -1.20000
AFIX 0
C4 1 0.424387 0.854187 0.937226 11.00000 0.01202 0.00778 =
0.01124 -0.00280 0.00012 -0.00191
AFIX 23
H4A 2 0.353726 0.927666 0.959330 11.00000 -1.20000
H4B 2 0.542532 0.847779 0.975361 11.00000 -1.20000
AFIX 0
C5 1 0.023151 0.618091 0.891737 11.00000 0.01188 0.00905 =
0.00752 0.00185 -0.00131 -0.00035
AFIX 23
H5A 2 -0.039617 0.617991 0.949336 11.00000 -1.20000
H5B 2 0.109414 0.544400 0.893907 11.00000 -1.20000
AFIX 0
C6 1 -0.120562 0.599283 0.812303 11.00000 0.01367 0.01129 =
0.01011 0.00211 -0.00153 -0.00552
AFIX 23
H6A 2 -0.178021 0.513531 0.816363 11.00000 -1.20000
H6B 2 -0.218735 0.664857 0.814672 11.00000 -1.20000
AFIX 0
C7 1 0.017244 0.854437 0.901928 11.00000 0.01025 0.01052 =
0.00758 0.00113 0.00101 0.00381
AFIX 23
H7A 2 0.095096 0.922177 0.932473 11.00000 -1.20000
H7B 2 -0.081487 0.832157 0.942142 11.00000 -1.20000
AFIX 0
C8 1 -0.069167 0.904398 0.810065 11.00000 0.01244 0.01147 =
0.01024 0.00141 0.00122 0.00042
AFIX 23
H8A 2 -0.177933 0.851406 0.789966 11.00000 -1.20000
H8B 2 -0.111298 0.993927 0.817219 11.00000 -1.20000
AFIX 0
HKLF 4
REM
REM wR2 = 0.1299, GooF = S = 1.046, Restrained GooF = 1.046 for all data
REM R1 = 0.0475 for 2002 Fo > 4sig(Fo) and 0.0655 for all 2582 data
REM 157 parameters refined using 4 restraints
END
WGHT 0.0645 0.0000
REM Highest difference peak 1.183, deepest hole -1.174, 1-sigma level 0.151
Q1 1 0.3438 0.7585 0.7341 11.00000 0.05 1.18
Q2 1 0.2808 0.6984 0.8021 11.00000 0.05 1.08
Q3 1 0.1087 0.7495 0.7742 11.00000 0.05 1.00
Q4 1 0.2777 0.8095 0.7988 11.00000 0.05 0.94
Q5 1 0.1645 0.6961 0.7159 11.00000 0.05 0.83
Q6 1 0.1831 0.8057 0.7157 11.00000 0.05 0.75
Q7 1 0.1703 0.7680 0.6226 11.00000 0.05 0.72
Q8 1 0.4621 0.8222 0.8041 11.00000 0.05 0.72
Q9 1 0.2539 0.7526 0.8653 11.00000 0.05 0.70
Q10 1 0.4428 0.7596 0.6123 11.00000 0.05 0.65
Q11 1 0.3367 0.8139 0.6633 11.00000 0.05 0.53
Q12 1 0.2671 0.7657 1.1046 11.00000 0.05 0.49
Q13 1 0.2551 0.7014 0.5608 11.00000 0.05 0.48
Q14 1 0.3957 0.8005 0.6405 11.00000 0.05 0.48
Q15 1 0.1671 0.7564 1.1385 11.00000 0.05 0.47
;
_shelx_res_checksum 22516
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.22842(5) 0.75373(4) 0.75931(3) 0.00775(16) Uani d 1 . .
Cl Cl1 0.31899(12) 0.76196(8) 0.61387(6) 0.0145(2) Uani d 1 . .
O O1 0.2269(3) 0.8024(2) 1.09572(16) 0.0130(5) Uani d 1 . .
H H1 0.116(3) 0.790(4) 1.103(3) 0.019 Uiso d 1 . .
O O2 0.3908(3) 0.6168(2) 0.80600(16) 0.0096(5) Uani d 1 . .
H H2 0.407(5) 0.539(2) 0.790(3) 0.014 Uiso d 1 . .
O O3 0.4592(3) 0.8730(2) 0.84389(17) 0.0143(5) Uani d 1 . .
H H3 0.462(5) 0.9507(19) 0.836(3) 0.022 Uiso d 1 . .
O O4 -0.0338(3) 0.6104(2) 0.72784(16) 0.0104(5) Uani d 1 . .
H H4 -0.113(4) 0.641(4) 0.692(2) 0.016 Uiso d 1 . .
O O5 0.0620(3) 0.8995(2) 0.74310(16) 0.0111(5) Uani d 1 . .
N N1 0.1319(4) 0.7390(2) 0.8869(2) 0.0075(6) Uani d 1 . .
C C1 0.3128(5) 0.7294(3) 0.9443(2) 0.0080(7) Uani d 1 . .
C C2 0.2964(5) 0.6976(3) 1.0446(2) 0.0121(7) Uani d 1 . .
H H2A 0.213089 0.622927 1.048817 0.015 Uiso calc 1 . .
H H2B 0.419525 0.672641 1.072706 0.015 Uiso calc 1 . .
C C3 0.4235(4) 0.6194(3) 0.9021(2) 0.0109(7) Uani d 1 . .
H H3A 0.557130 0.631837 0.918562 0.013 Uiso calc 1 . .
H H3B 0.386836 0.536144 0.927768 0.013 Uiso calc 1 . .
C C4 0.4244(4) 0.8542(3) 0.9372(2) 0.0104(7) Uani d 1 . .
H H4A 0.353726 0.927666 0.959330 0.012 Uiso calc 1 . .
H H4B 0.542532 0.847779 0.975361 0.012 Uiso calc 1 . .
C C5 0.0232(4) 0.6181(3) 0.8917(2) 0.0096(7) Uani d 1 . .
H H5A -0.039617 0.617991 0.949336 0.012 Uiso calc 1 . .
H H5B 0.109414 0.544400 0.893907 0.012 Uiso calc 1 . .
C C6 -0.1206(4) 0.5993(3) 0.8123(2) 0.0118(7) Uani d 1 . .
H H6A -0.178021 0.513531 0.816363 0.014 Uiso calc 1 . .
H H6B -0.218735 0.664857 0.814672 0.014 Uiso calc 1 . .
C C7 0.0172(4) 0.8544(3) 0.9019(2) 0.0094(7) Uani d 1 . .
H H7A 0.095096 0.922177 0.932473 0.011 Uiso calc 1 . .
H H7B -0.081487 0.832157 0.942142 0.011 Uiso calc 1 . .
C C8 -0.0692(4) 0.9044(3) 0.8101(2) 0.0114(7) Uani d 1 . .
H H8A -0.177933 0.851406 0.789966 0.014 Uiso calc 1 . .
H H8B -0.111298 0.993927 0.817219 0.014 Uiso calc 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0099(3) 0.0069(2) 0.0065(2) 0.00093(15) 0.00096(17) 0.00036(15)
Cl1 0.0135(4) 0.0219(5) 0.0084(4) 0.0024(3) 0.0025(3) 0.0011(3)
O1 0.0108(11) 0.0173(13) 0.0108(13) -0.0005(11) 0.0007(9) -0.0040(11)
O2 0.0163(11) 0.0046(11) 0.0080(12) 0.0047(10) 0.0018(9) -0.0025(10)
O3 0.0218(12) 0.0108(11) 0.0110(13) -0.0061(11) 0.0049(10) 0.0006(11)
O4 0.0128(11) 0.0111(12) 0.0073(12) -0.0009(10) -0.0007(9) 0.0000(10)
O5 0.0154(11) 0.0085(11) 0.0100(12) 0.0031(10) 0.0037(9) 0.0011(10)
N1 0.0095(13) 0.0039(13) 0.0088(14) 0.0006(10) -0.0011(11) -0.0011(11)
C1 0.0085(15) 0.0082(15) 0.0070(16) -0.0009(13) -0.0022(12) -0.0015(13)
C2 0.0128(16) 0.0119(16) 0.0114(18) 0.0007(14) -0.0012(13) -0.0009(15)
C3 0.0114(15) 0.0090(16) 0.0121(18) 0.0007(14) -0.0011(12) 0.0020(14)
C4 0.0120(15) 0.0078(16) 0.0112(18) -0.0019(14) 0.0001(12) -0.0028(13)
C5 0.0119(15) 0.0090(15) 0.0075(16) -0.0004(14) -0.0013(12) 0.0018(14)
C6 0.0137(15) 0.0113(16) 0.0101(17) -0.0055(14) -0.0015(12) 0.0021(14)
C7 0.0102(15) 0.0105(16) 0.0076(17) 0.0038(13) 0.0010(12) 0.0011(13)
C8 0.0124(15) 0.0115(16) 0.0102(17) 0.0004(14) 0.0012(12) 0.0014(14)
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'
Cu Cu 0.3201 1.2651 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 12 -13 0.0200
0 -12 13 0.0200
-10 -3 1 0.0773
10 3 -1 0.0773
0 8 17 0.0299
0 -8 -17 0.0299
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O5 . . 166.42(10) ?
O2 Cu1 N1 . . 82.17(10) ?
O5 Cu1 N1 . . 85.29(10) ?
O2 Cu1 Cl1 . . 98.45(7) ?
O5 Cu1 Cl1 . . 94.41(7) ?
N1 Cu1 Cl1 . . 176.13(8) ?
O2 Cu1 O3 . . 79.29(9) ?
O5 Cu1 O3 . . 93.57(9) ?
N1 Cu1 O3 . . 80.70(10) ?
Cl1 Cu1 O3 . . 103.18(7) ?
O2 Cu1 O4 . . 93.48(9) ?
O5 Cu1 O4 . . 89.25(9) ?
N1 Cu1 O4 . . 79.10(10) ?
Cl1 Cu1 O4 . . 97.04(6) ?
O3 Cu1 O4 . . 159.29(9) ?
C2 O1 H1 . . 110(3) ?
C3 O2 Cu1 . . 112.91(19) ?
C3 O2 H2 . . 106(3) ?
Cu1 O2 H2 . . 134(3) ?
C4 O3 Cu1 . . 105.16(18) ?
C4 O3 H3 . . 106(3) ?
Cu1 O3 H3 . . 118(3) ?
C6 O4 Cu1 . . 105.88(18) ?
C6 O4 H4 . . 105(3) ?
Cu1 O4 H4 . . 113(3) ?
C8 O5 Cu1 . . 112.74(19) ?
C7 N1 C5 . . 111.8(3) ?
C7 N1 C1 . . 116.3(3) ?
C5 N1 C1 . . 111.1(2) ?
C7 N1 Cu1 . . 107.9(2) ?
C5 N1 Cu1 . . 109.0(2) ?
C1 N1 Cu1 . . 99.8(2) ?
N1 C1 C2 . . 115.2(3) ?
N1 C1 C4 . . 110.3(3) ?
C2 C1 C4 . . 109.3(3) ?
N1 C1 C3 . . 106.3(3) ?
C2 C1 C3 . . 107.7(3) ?
C4 C1 C3 . . 107.8(3) ?
O1 C2 C1 . . 113.2(3) ?
O1 C2 H2A . . 108.9 ?
C1 C2 H2A . . 108.9 ?
O1 C2 H2B . . 108.9 ?
C1 C2 H2B . . 108.9 ?
H2A C2 H2B . . 107.7 ?
O2 C3 C1 . . 111.0(3) ?
O2 C3 H3A . . 109.4 ?
C1 C3 H3A . . 109.4 ?
O2 C3 H3B . . 109.4 ?
C1 C3 H3B . . 109.4 ?
H3A C3 H3B . . 108.0 ?
O3 C4 C1 . . 108.3(3) ?
O3 C4 H4A . . 110.0 ?
C1 C4 H4A . . 110.0 ?
O3 C4 H4B . . 110.0 ?
C1 C4 H4B . . 110.0 ?
H4A C4 H4B . . 108.4 ?
N1 C5 C6 . . 114.1(3) ?
N1 C5 H5A . . 108.7 ?
C6 C5 H5A . . 108.7 ?
N1 C5 H5B . . 108.7 ?
C6 C5 H5B . . 108.7 ?
H5A C5 H5B . . 107.6 ?
O4 C6 C5 . . 109.3(3) ?
O4 C6 H6A . . 109.8 ?
C5 C6 H6A . . 109.8 ?
O4 C6 H6B . . 109.8 ?
C5 C6 H6B . . 109.8 ?
H6A C6 H6B . . 108.3 ?
N1 C7 C8 . . 109.9(3) ?
N1 C7 H7A . . 109.7 ?
C8 C7 H7A . . 109.7 ?
N1 C7 H7B . . 109.7 ?
C8 C7 H7B . . 109.7 ?
H7A C7 H7B . . 108.2 ?
O5 C8 C7 . . 110.1(3) ?
O5 C8 H8A . . 109.6 ?
C7 C8 H8A . . 109.6 ?
O5 C8 H8B . . 109.6 ?
C7 C8 H8B . . 109.6 ?
H8A C8 H8B . . 108.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.943(2) ?
Cu1 O5 . 1.944(2) ?
Cu1 N1 . 2.054(3) ?
Cu1 Cl1 . 2.2812(10) ?
Cu1 O3 . 2.361(3) ?
Cu1 O4 . 2.436(2) ?
O1 C2 . 1.438(4) ?
O1 H1 . 0.833(19) ?
O2 C3 . 1.412(4) ?
O2 H2 . 0.856(19) ?
O3 C4 . 1.425(4) ?
O3 H3 . 0.818(19) ?
O4 C6 . 1.437(4) ?
O4 H4 . 0.819(18) ?
O5 C8 . 1.420(4) ?
N1 C7 . 1.489(4) ?
N1 C5 . 1.491(4) ?
N1 C1 . 1.509(4) ?
C1 C2 . 1.522(5) ?
C1 C4 . 1.540(4) ?
C1 C3 . 1.556(5) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 C6 . 1.516(4) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.534(5) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 Cl1 4_576 0.833(19) 2.24(2) 3.068(2) 174(4) yes
O2 H2 O5 2_546 0.856(19) 1.553(19) 2.408(3) 178(4) yes
O3 H3 O4 2_556 0.818(19) 2.00(2) 2.758(3) 154(4) yes
O4 H4 O1 4_575 0.819(18) 1.85(2) 2.663(3) 171(4) yes
C4 H4B Cl1 4_676 0.99 2.97 3.906(3) 157.3 no
C5 H5A Cl1 4_576 0.99 2.97 3.887(4) 154.6 no
C7 H7B Cl1 4_576 0.99 2.85 3.727(3) 148.4 no
C8 H8B O1 3_577 0.99 2.65 3.577(4) 156.8 no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 N1 C1 C2 . . . . 72.7(4) ?
C5 N1 C1 C2 . . . . -56.7(4) ?
Cu1 N1 C1 C2 . . . . -171.5(2) ?
C7 N1 C1 C4 . . . . -51.5(4) ?
C5 N1 C1 C4 . . . . 179.1(3) ?
Cu1 N1 C1 C4 . . . . 64.2(3) ?
C7 N1 C1 C3 . . . . -168.1(3) ?
C5 N1 C1 C3 . . . . 62.5(3) ?
Cu1 N1 C1 C3 . . . . -52.3(3) ?
N1 C1 C2 O1 . . . . -72.4(3) ?
C4 C1 C2 O1 . . . . 52.4(4) ?
C3 C1 C2 O1 . . . . 169.2(2) ?
Cu1 O2 C3 C1 . . . . 2.2(3) ?
N1 C1 C3 O2 . . . . 35.5(3) ?
C2 C1 C3 O2 . . . . 159.4(3) ?
C4 C1 C3 O2 . . . . -82.8(3) ?
Cu1 O3 C4 C1 . . . . 22.4(3) ?
N1 C1 C4 O3 . . . . -60.1(3) ?
C2 C1 C4 O3 . . . . 172.3(3) ?
C3 C1 C4 O3 . . . . 55.5(3) ?
C7 N1 C5 C6 . . . . 69.7(4) ?
C1 N1 C5 C6 . . . . -158.5(3) ?
Cu1 N1 C5 C6 . . . . -49.5(3) ?
Cu1 O4 C6 C5 . . . . -28.5(3) ?
N1 C5 C6 O4 . . . . 53.5(4) ?
C5 N1 C7 C8 . . . . -91.3(3) ?
C1 N1 C7 C8 . . . . 139.7(3) ?
Cu1 N1 C7 C8 . . . . 28.6(3) ?
Cu1 O5 C8 C7 . . . . 34.4(3) ?
N1 C7 C8 O5 . . . . -41.6(4) ?