#------------------------------------------------------------------------------
#$Date: 2019-05-21 07:48:30 +0300 (Tue, 21 May 2019) $
#$Revision: 215346 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/16/2021635.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_2021635
loop_
_publ_author_name
'Pinto, Camila B.'
'Dos Santos, Leonardo H. R.'
'Rodrigues, Bernardo L.'
_publ_section_title
;
Understanding metal--ligand interactions in coordination polymers using
Hirshfeld surface analysis
;
_journal_coeditor_code OV3127
_journal_issue 6
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi 10.1107/S2053229619005874
_journal_volume 75
_journal_year 2019
_chemical_formula_iupac '[Cu (C8 H3 N O6) (C12 H8 N2)], 3H2 O'
_chemical_formula_moiety 'C20 H11 Cu N3 O6, 3(H2 O)'
_chemical_formula_sum 'C20 H17 Cu N3 O9'
_chemical_formula_weight 506.91
_chemical_name_systematic
'catena-Poly[[[(1,10-phenanthroline-\k^2^N,N')copper(II)]-\m-4-nitrophthalato-\k^2^O^1^:O^2^] trihydrate]'
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens mixed
_audit_creation_method 'WinGX routine CIF_UPDATE'
_cell_angle_alpha 90
_cell_angle_beta 105.963(7)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 16.6652(12)
_cell_length_b 6.6975(3)
_cell_length_c 18.6763(12)
_cell_measurement_reflns_used 3666
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 28.7000
_cell_measurement_theta_min 3.7550
_cell_volume 2004.2(2)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics 'PROGRAM FOR GRAPHICS?'
_computing_publication_material
;
SHELXL2016 (Sheldrick, 2015b) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 298(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Rigaku Xcalibur Atlas Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0823
_diffrn_reflns_limit_h_max 21
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_k_max 6
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_number 14972
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.52
_diffrn_reflns_theta_min 2.542
_exptl_absorpt_coefficient_mu 1.152
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.82069
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour blue
_exptl_crystal_density_diffrn 1.68
_exptl_crystal_description needle
_exptl_crystal_F_000 1036
_exptl_crystal_size_max 0.672
_exptl_crystal_size_mid 0.091
_exptl_crystal_size_min 0.049
_refine_diff_density_max 0.547
_refine_diff_density_min -0.599
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.035
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 316
_refine_ls_number_reflns 4952
_refine_ls_number_restraints 11
_refine_ls_restrained_S_all 1.034
_refine_ls_R_factor_all 0.0847
_refine_ls_R_factor_gt 0.0513
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.3946P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_ref 0.1246
_reflns_number_gt 3508
_reflns_number_total 4952
_reflns_threshold_expression 'I > 2\s(I)'
_iucr_refine_instructions_details
;
TITL exp_7665 in P2(1)/c
shelx.res
created by SHELXL-2016/6 at 12:07:51 on 14-Feb-2019
CELL 0.71073 16.6652 6.6975 18.6763 90.000 105.963 90.000
ZERR 4.00 0.0012 0.0003 0.0012 0.000 0.007 0.000
LATT 1
SYMM -X,1/2+Y,1/2-Z
SFAC C 2.31000 20.84392 1.02000 10.20751 1.58860 0.56870 =
0.86500 51.65125 0.21560 0.003 0.002 11.500 0.770 12.011
SFAC H 0.49300 10.51091 0.32291 26.12573 0.14019 3.14236 =
0.04081 57.79977 0.00304 0.000 0.000 0.620 0.320 1.008
SFAC N 12.21261 0.00570 3.13220 9.89331 2.01250 28.99754 =
1.16630 0.58260 -11.52901 0.006 0.003 19.600 0.700 14.007
SFAC O 3.04850 13.27711 2.28680 5.70111 1.54630 0.32390 =
0.86700 32.90894 0.25080 0.011 0.006 32.500 0.660 15.999
SFAC CU 13.33801 3.58280 7.16761 0.24700 5.61581 11.39661 =
1.67350 64.81267 1.19100 0.320 1.265 5180.000 1.280 63.546
UNIT 80 68 12 36 4
MERG 2
DFIX 0.86 0.005 O7 H7A O7 H7B O8 H8A O8 H8B O9 H9A O9 H9B
DFIX 2.20 0.005 H7A H9A H7A H8B
DANG 1.40 0.02 H7A H7B H8A H8B H9A H9B
FMAP 2 2 35
GRID -3.12500 -1.00000 -1.00000 3.12500 1.00000 1.00000
PLAN 20
ACTA
BOND $H
LIST 4
L.S. 20
WGHT 0.049800 0.394600
FVAR 1.00853
CU1 5 0.295207 0.040328 0.839687 11.00000 0.03094 0.01967 =
0.02685 0.00112 0.01712 0.00178
O1 4 0.249723 -0.321499 0.749297 11.00000 0.02699 0.03689 =
0.04728 -0.00211 0.01846 0.00068
O2 4 0.360983 -0.127960 0.794944 11.00000 0.03569 0.02574 =
0.03582 -0.00657 0.02178 -0.00101
O3 4 0.322926 -0.727399 0.790759 11.00000 0.04692 0.02579 =
0.02668 0.00127 0.01937 -0.00449
O4 4 0.253330 -0.823156 0.676556 11.00000 0.04298 0.04399 =
0.04000 -0.00796 0.01038 -0.01816
O5 4 0.512479 -0.045840 0.605929 11.00000 0.04646 0.03325 =
0.07277 0.00998 0.03317 -0.00420
O6 4 0.558543 -0.308890 0.563544 11.00000 0.04651 0.05722 =
0.03942 -0.00870 0.03124 -0.00952
O7 4 0.084589 -0.235962 0.724943 11.00000 0.03776 0.05315 =
0.09261 0.01528 0.02482 0.00638
H7A 2 0.135064 -0.227791 0.751818 11.00000 -1.20000
H7B 2 0.068166 -0.355043 0.711747 11.00000 -1.20000
O8 4 0.083780 0.098134 0.637263 11.00000 0.04069 0.05676 =
0.09492 0.01479 0.02074 -0.00914
H8A 2 0.132438 0.150998 0.653470 11.00000 -1.20000
H8B 2 0.083994 -0.008217 0.663242 11.00000 -1.20000
O9 4 0.004433 -0.083273 0.826446 11.00000 0.07341 0.05982 =
0.08068 -0.00768 0.03122 -0.00784
H9A 2 0.035678 -0.116412 0.798534 11.00000 -1.20000
H9B 2 -0.027998 -0.181000 0.829088 11.00000 -1.20000
N1 3 0.289424 -0.156535 0.918392 11.00000 0.02924 0.02257 =
0.02852 0.00196 0.01341 0.00247
N2 3 0.209298 0.179559 0.876855 11.00000 0.02894 0.02113 =
0.03078 0.00122 0.01270 0.00293
N3 3 0.515207 -0.226891 0.598544 11.00000 0.02545 0.04033 =
0.03034 0.00153 0.01199 -0.00533
C1 1 0.330219 -0.326457 0.936517 11.00000 0.03536 0.02875 =
0.03305 0.00300 0.01254 0.00661
AFIX 43
H1 2 0.367258 -0.366515 0.910060 11.00000 -1.20000
AFIX 0
C2 1 0.319697 -0.447938 0.993951 11.00000 0.04417 0.02634 =
0.03614 0.00798 0.00562 0.00734
AFIX 43
H2 2 0.349506 -0.566538 1.005359 11.00000 -1.20000
AFIX 0
C3 1 0.265581 -0.392117 1.033251 11.00000 0.04455 0.03603 =
0.02691 0.00809 0.00656 -0.00566
AFIX 43
H3 2 0.258346 -0.472086 1.071708 11.00000 -1.20000
AFIX 0
C4 1 0.220607 -0.212158 1.015185 11.00000 0.03333 0.03435 =
0.02306 0.00196 0.00872 -0.00540
C5 1 0.234877 -0.100302 0.957236 11.00000 0.02578 0.02701 =
0.02330 -0.00329 0.00984 -0.00145
C6 1 0.160510 -0.140207 1.050781 11.00000 0.05254 0.05077 =
0.03006 -0.00005 0.02620 -0.00578
AFIX 43
H6 2 0.150030 -0.212909 1.089671 11.00000 -1.20000
AFIX 0
C7 1 0.118781 0.031617 1.028778 11.00000 0.04353 0.05684 =
0.03621 -0.00677 0.02722 0.00044
AFIX 43
H7 2 0.079968 0.074532 1.052929 11.00000 -1.20000
AFIX 0
C8 1 0.191154 0.082047 0.934601 11.00000 0.02705 0.02934 =
0.02329 -0.00414 0.01051 -0.00301
C9 1 0.132451 0.149953 0.969342 11.00000 0.02865 0.03666 =
0.03279 -0.01119 0.01431 -0.00289
C10 1 0.091207 0.327379 0.942198 11.00000 0.03161 0.04382 =
0.04907 -0.01058 0.01746 0.00780
AFIX 43
H10 2 0.051121 0.378509 0.963356 11.00000 -1.20000
AFIX 0
C11 1 0.109509 0.425797 0.884825 11.00000 0.03467 0.03127 =
0.05075 -0.00200 0.00915 0.01178
AFIX 43
H11 2 0.082147 0.544220 0.866926 11.00000 -1.20000
AFIX 0
C12 1 0.169250 0.348582 0.853106 11.00000 0.03717 0.03092 =
0.03575 0.00363 0.01022 0.00484
AFIX 43
H12 2 0.181482 0.417361 0.814142 11.00000 -1.20000
AFIX 0
C13 1 0.321961 -0.271231 0.754958 11.00000 0.03112 0.01996 =
0.02520 0.00356 0.01346 0.00577
C14 1 0.371102 -0.376701 0.709229 11.00000 0.02301 0.02086 =
0.02182 -0.00031 0.00981 0.00139
C15 1 0.358096 -0.578121 0.689432 11.00000 0.02363 0.02357 =
0.02044 0.00030 0.00802 -0.00101
C16 1 0.399714 -0.661113 0.641771 11.00000 0.03999 0.02485 =
0.02960 -0.00707 0.01795 -0.00320
AFIX 43
H16 2 0.391902 -0.795494 0.629252 11.00000 -1.20000
AFIX 0
C17 1 0.452463 -0.548654 0.612517 11.00000 0.03266 0.03280 =
0.02783 -0.00653 0.01636 0.00085
AFIX 43
H17 2 0.479850 -0.605043 0.580268 11.00000 -1.20000
AFIX 0
C18 1 0.463317 -0.351902 0.632305 11.00000 0.02657 0.03001 =
0.02240 0.00296 0.01230 0.00012
C19 1 0.424578 -0.263256 0.681048 11.00000 0.02852 0.02037 =
0.02661 0.00020 0.01212 0.00204
AFIX 43
H19 2 0.434416 -0.129922 0.694513 11.00000 -1.20000
AFIX 0
C20 1 0.304894 -0.718637 0.720178 11.00000 0.02816 0.01974 =
0.03105 -0.00130 0.01275 0.00232
HKLF 4
REM exp_7665 in P2(1)/c
REM R1 = 0.0513 for 3508 Fo > 4sig(Fo) and 0.0847 for all 4952 data
REM 316 parameters refined using 11 restraints
END
WGHT 0.0502 0.3180
REM Highest difference peak 0.547, deepest hole -0.599, 1-sigma level 0.094
Q1 1 0.2404 0.0058 0.8035 11.00000 0.05 0.55
Q2 1 0.3480 -0.3201 0.7334 11.00000 0.05 0.45
Q3 1 0.4393 -0.3076 0.6467 11.00000 0.05 0.36
Q4 1 0.5291 0.0384 0.6004 11.00000 0.05 0.34
Q5 1 0.1909 -0.0201 0.7758 11.00000 0.05 0.34
Q6 1 0.1613 -0.2599 0.7305 11.00000 0.05 0.33
Q7 1 0.5907 -0.4090 0.6024 11.00000 0.05 0.32
Q8 1 0.3958 -0.7850 0.8515 11.00000 0.05 0.31
Q9 1 0.0015 0.0507 0.8202 11.00000 0.05 0.31
Q10 1 0.2963 -0.4024 1.0218 11.00000 0.05 0.30
Q11 1 0.5403 -0.0581 0.6397 11.00000 0.05 0.30
Q12 1 0.2342 -0.7163 0.6817 11.00000 0.05 0.30
Q13 1 0.2437 -0.2267 0.7683 11.00000 0.05 0.29
Q14 1 0.3482 -0.3420 1.0796 11.00000 0.05 0.29
Q15 1 0.5625 -0.2871 0.6996 11.00000 0.05 0.29
Q16 1 0.3596 -0.6009 0.9961 11.00000 0.05 0.29
Q17 1 0.1376 0.1147 0.6329 11.00000 0.05 0.29
Q18 1 0.4366 -0.7286 0.7611 11.00000 0.05 0.29
Q19 1 0.0128 0.3737 0.9299 11.00000 0.05 0.29
Q20 1 0.1248 0.1136 0.6907 11.00000 0.05 0.29
;
_cod_data_source_file ov3127sup1.cif
_cod_data_source_block I
_cod_original_sg_symbol_H-M 'P 21/c'
_cod_database_code 2021635
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Cu Cu1 0.29521(2) 0.04033(5) 0.83969(2) 0.02400(13) Uani d 1
O O1 0.24972(14) -0.3215(3) 0.74930(12) 0.0354(5) Uani d 1
O O2 0.36098(14) -0.1280(3) 0.79494(12) 0.0300(5) Uani d 1
O O3 0.32293(14) -0.7274(3) 0.79076(12) 0.0313(5) Uani d 1
O O4 0.25333(15) -0.8232(3) 0.67656(13) 0.0425(6) Uani d 1
O O5 0.51248(16) -0.0458(3) 0.60593(16) 0.0475(7) Uani d 1
O O6 0.55854(15) -0.3089(4) 0.56354(13) 0.0439(6) Uani d 1
O O7 0.08459(17) -0.2360(4) 0.72494(19) 0.0598(8) Uani d 1
H H7A 0.1351(4) -0.228(3) 0.7518(7) 0.072 Uiso d 1
H H7B 0.068(2) -0.355(2) 0.712(2) 0.072 Uiso d 1
O O8 0.08378(18) 0.0981(4) 0.63726(19) 0.0637(8) Uani d 1
H H8A 0.1324(12) 0.151(5) 0.653(2) 0.076 Uiso d 1
H H8B 0.084(2) -0.008(4) 0.663(2) 0.076 Uiso d 1
O O9 0.0044(2) -0.0833(4) 0.8264(2) 0.0693(9) Uani d 1
H H9A 0.036(2) -0.116(6) 0.799(2) 0.083 Uiso d 1
H H9B -0.028(2) -0.181(4) 0.829(3) 0.083 Uiso d 1
N N1 0.28942(16) -0.1565(3) 0.91839(13) 0.0257(6) Uani d 1
N N2 0.20930(16) 0.1796(3) 0.87686(14) 0.0261(6) Uani d 1
N N3 0.51521(16) -0.2269(4) 0.59854(15) 0.0312(6) Uani d 1
C C1 0.3302(2) -0.3265(4) 0.93652(17) 0.0318(7) Uani d 1
H H1 0.367258 -0.366515 0.91006 0.038 Uiso calc 1
C C2 0.3197(2) -0.4479(4) 0.99395(19) 0.0366(8) Uani d 1
H H2 0.349506 -0.566538 1.005359 0.044 Uiso calc 1
C C3 0.2656(2) -0.3921(5) 1.03325(18) 0.0365(8) Uani d 1
H H3 0.258346 -0.472086 1.071708 0.044 Uiso calc 1
C C4 0.2206(2) -0.2122(4) 1.01518(16) 0.0301(7) Uani d 1
C C5 0.23488(19) -0.1003(4) 0.95724(16) 0.0247(6) Uani d 1
C C6 0.1605(2) -0.1402(5) 1.05078(19) 0.0415(9) Uani d 1
H H6 0.15003 -0.212909 1.089671 0.05 Uiso calc 1
C C7 0.1188(2) 0.0316(5) 1.0288(2) 0.0423(9) Uani d 1
H H7 0.079968 0.074532 1.052929 0.051 Uiso calc 1
C C8 0.19115(19) 0.0820(4) 0.93460(16) 0.0258(6) Uani d 1
C C9 0.1325(2) 0.1500(5) 0.96934(18) 0.0315(7) Uani d 1
C C10 0.0912(2) 0.3274(5) 0.9422(2) 0.0402(8) Uani d 1
H H10 0.051121 0.378509 0.963356 0.048 Uiso calc 1
C C11 0.1095(2) 0.4258(5) 0.8848(2) 0.0394(8) Uani d 1
H H11 0.082147 0.54422 0.866926 0.047 Uiso calc 1
C C12 0.1692(2) 0.3486(5) 0.85311(18) 0.0346(7) Uani d 1
H H12 0.181482 0.417361 0.814142 0.041 Uiso calc 1
C C13 0.3220(2) -0.2712(4) 0.75496(16) 0.0243(6) Uani d 1
C C14 0.37110(18) -0.3767(4) 0.70923(15) 0.0212(6) Uani d 1
C C15 0.35810(18) -0.5781(4) 0.68943(15) 0.0222(6) Uani d 1
C C16 0.3997(2) -0.6611(4) 0.64177(17) 0.0298(7) Uani d 1
H H16 0.391902 -0.795494 0.629252 0.036 Uiso calc 1
C C17 0.4525(2) -0.5487(4) 0.61252(17) 0.0295(7) Uani d 1
H H17 0.47985 -0.605043 0.580268 0.035 Uiso calc 1
C C18 0.46332(19) -0.3519(4) 0.63230(16) 0.0252(6) Uani d 1
C C19 0.42458(19) -0.2633(4) 0.68105(16) 0.0243(6) Uani d 1
H H19 0.434416 -0.129922 0.694513 0.029 Uiso calc 1
C C20 0.3049(2) -0.7186(4) 0.72018(17) 0.0254(7) Uani d 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 0.0309(2) 0.0197(2) 0.0269(2) 0.00178(14) 0.01712(17) 0.00112(13)
O1 0.0270(13) 0.0369(12) 0.0473(14) 0.0007(10) 0.0185(11) -0.0021(10)
O2 0.0357(13) 0.0257(11) 0.0358(12) -0.0010(9) 0.0218(11) -0.0066(9)
O3 0.0469(15) 0.0258(11) 0.0267(12) -0.0045(9) 0.0194(11) 0.0013(8)
O4 0.0430(16) 0.0440(14) 0.0400(14) -0.0182(12) 0.0104(12) -0.0080(11)
O5 0.0465(16) 0.0332(14) 0.0728(19) -0.0042(11) 0.0332(15) 0.0100(12)
O6 0.0465(16) 0.0572(15) 0.0394(14) -0.0095(12) 0.0312(13) -0.0087(11)
O7 0.0378(16) 0.0531(16) 0.093(2) 0.0064(13) 0.0248(16) 0.0153(16)
O8 0.0407(18) 0.0568(18) 0.095(2) -0.0091(14) 0.0207(17) 0.0148(16)
O9 0.073(2) 0.0598(19) 0.081(2) -0.0078(16) 0.0312(19) -0.0077(16)
N1 0.0292(15) 0.0226(12) 0.0285(14) 0.0025(10) 0.0134(12) 0.0020(10)
N2 0.0289(15) 0.0211(12) 0.0308(14) 0.0029(10) 0.0127(12) 0.0012(10)
N3 0.0255(15) 0.0403(16) 0.0303(15) -0.0053(12) 0.0120(12) 0.0015(11)
C1 0.035(2) 0.0287(16) 0.0330(18) 0.0066(14) 0.0125(15) 0.0030(13)
C2 0.044(2) 0.0263(16) 0.0361(19) 0.0073(15) 0.0056(17) 0.0080(13)
C3 0.045(2) 0.0360(18) 0.0269(17) -0.0057(15) 0.0066(16) 0.0081(13)
C4 0.0333(19) 0.0343(17) 0.0231(16) -0.0054(14) 0.0087(14) 0.0020(12)
C5 0.0258(17) 0.0270(15) 0.0233(15) -0.0015(12) 0.0098(13) -0.0033(11)
C6 0.053(2) 0.051(2) 0.0301(19) -0.0058(18) 0.0262(18) 0.0000(15)
C7 0.044(2) 0.057(2) 0.036(2) 0.0004(18) 0.0272(18) -0.0068(16)
C8 0.0271(17) 0.0293(15) 0.0233(15) -0.0030(12) 0.0105(14) -0.0041(11)
C9 0.0286(18) 0.0367(17) 0.0328(18) -0.0029(14) 0.0143(15) -0.0112(13)
C10 0.032(2) 0.044(2) 0.049(2) 0.0078(15) 0.0175(17) -0.0106(16)
C11 0.035(2) 0.0313(18) 0.051(2) 0.0118(14) 0.0092(18) -0.0020(15)
C12 0.037(2) 0.0309(17) 0.0357(19) 0.0048(14) 0.0102(16) 0.0036(13)
C13 0.0311(18) 0.0200(14) 0.0252(16) 0.0058(12) 0.0135(14) 0.0036(11)
C14 0.0230(16) 0.0209(14) 0.0218(15) 0.0014(11) 0.0098(13) -0.0003(11)
C15 0.0236(16) 0.0236(14) 0.0204(14) -0.0010(11) 0.0080(13) 0.0003(11)
C16 0.040(2) 0.0248(15) 0.0296(17) -0.0032(13) 0.0180(15) -0.0071(12)
C17 0.0327(19) 0.0328(16) 0.0278(17) 0.0009(14) 0.0164(15) -0.0065(13)
C18 0.0266(17) 0.0300(16) 0.0224(15) 0.0001(12) 0.0123(13) 0.0030(12)
C19 0.0285(17) 0.0204(14) 0.0266(16) 0.0020(12) 0.0121(14) 0.0002(11)
C20 0.0282(18) 0.0197(14) 0.0310(17) 0.0023(12) 0.0128(14) -0.0013(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.006 0.003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.32 1.265 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O2 Cu1 O3 1_555 1_565 91.58(9)
O2 Cu1 N2 1_555 1_555 169.02(10)
O3 Cu1 N2 1_565 1_555 94.40(9)
O2 Cu1 N1 1_555 1_555 94.69(9)
O3 Cu1 N1 1_565 1_555 161.86(10)
N2 Cu1 N1 1_555 1_555 82.38(9)
C13 O2 Cu1 1_555 1_555 115.85(19)
C20 O3 Cu1 1_555 1_545 120.74(18)
H7A O7 H7B 1_555 1_555 114(2)
H8A O8 H8B 1_555 1_555 107(2)
H9A O9 H9B 1_555 1_555 109(2)
C1 N1 C5 1_555 1_555 118.2(2)
C1 N1 Cu1 1_555 1_555 129.2(2)
C5 N1 Cu1 1_555 1_555 112.57(19)
C12 N2 C8 1_555 1_555 118.2(3)
C12 N2 Cu1 1_555 1_555 128.9(2)
C8 N2 Cu1 1_555 1_555 112.91(18)
O5 N3 O6 1_555 1_555 123.3(3)
O5 N3 C18 1_555 1_555 118.3(2)
O6 N3 C18 1_555 1_555 118.4(3)
N1 C1 C2 1_555 1_555 122.3(3)
N1 C1 H1 1_555 1_555 118.8
C2 C1 H1 1_555 1_555 118.8
C3 C2 C1 1_555 1_555 119.7(3)
C3 C2 H2 1_555 1_555 120.1
C1 C2 H2 1_555 1_555 120.1
C2 C3 C4 1_555 1_555 119.5(3)
C2 C3 H3 1_555 1_555 120.2
C4 C3 H3 1_555 1_555 120.2
C5 C4 C3 1_555 1_555 117.0(3)
C5 C4 C6 1_555 1_555 118.2(3)
C3 C4 C6 1_555 1_555 124.8(3)
N1 C5 C4 1_555 1_555 123.2(3)
N1 C5 C8 1_555 1_555 116.1(2)
C4 C5 C8 1_555 1_555 120.7(3)
C7 C6 C4 1_555 1_555 121.0(3)
C7 C6 H6 1_555 1_555 119.5
C4 C6 H6 1_555 1_555 119.5
C6 C7 C9 1_555 1_555 122.0(3)
C6 C7 H7 1_555 1_555 119
C9 C7 H7 1_555 1_555 119
N2 C8 C9 1_555 1_555 123.3(3)
N2 C8 C5 1_555 1_555 116.0(2)
C9 C8 C5 1_555 1_555 120.6(3)
C8 C9 C10 1_555 1_555 116.6(3)
C8 C9 C7 1_555 1_555 117.6(3)
C10 C9 C7 1_555 1_555 125.8(3)
C11 C10 C9 1_555 1_555 120.2(3)
C11 C10 H10 1_555 1_555 119.9
C9 C10 H10 1_555 1_555 119.9
C10 C11 C12 1_555 1_555 119.8(3)
C10 C11 H11 1_555 1_555 120.1
C12 C11 H11 1_555 1_555 120.1
N2 C12 C11 1_555 1_555 121.9(3)
N2 C12 H12 1_555 1_555 119.1
C11 C12 H12 1_555 1_555 119.1
O1 C13 O2 1_555 1_555 125.9(3)
O1 C13 C14 1_555 1_555 119.6(3)
O2 C13 C14 1_555 1_555 114.4(3)
C19 C14 C15 1_555 1_555 119.9(2)
C19 C14 C13 1_555 1_555 117.7(2)
C15 C14 C13 1_555 1_555 122.1(2)
C16 C15 C14 1_555 1_555 119.2(3)
C16 C15 C20 1_555 1_555 116.4(2)
C14 C15 C20 1_555 1_555 124.4(2)
C17 C16 C15 1_555 1_555 121.4(3)
C17 C16 H16 1_555 1_555 119.3
C15 C16 H16 1_555 1_555 119.3
C18 C17 C16 1_555 1_555 118.1(3)
C18 C17 H17 1_555 1_555 121
C16 C17 H17 1_555 1_555 121
C17 C18 C19 1_555 1_555 122.7(3)
C17 C18 N3 1_555 1_555 119.0(2)
C19 C18 N3 1_555 1_555 118.3(3)
C14 C19 C18 1_555 1_555 118.7(3)
C14 C19 H19 1_555 1_555 120.6
C18 C19 H19 1_555 1_555 120.6
O4 C20 O3 1_555 1_555 125.8(3)
O4 C20 C15 1_555 1_555 118.7(3)
O3 C20 C15 1_555 1_555 115.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O2 1_555 1.9168(19)
Cu1 O3 1_565 1.9237(19)
Cu1 N2 1_555 1.987(2)
Cu1 N1 1_555 1.997(2)
O1 C13 1_555 1.226(4)
O2 C13 1_555 1.278(4)
O3 C20 1_555 1.270(4)
O4 C20 1_555 1.228(4)
O5 N3 1_555 1.223(3)
O6 N3 1_555 1.229(3)
O7 H7A 1_555 0.855(5)
O7 H7B 1_555 0.857(5)
O8 H8A 1_555 0.860(5)
O8 H8B 1_555 0.861(5)
O9 H9A 1_555 0.861(5)
O9 H9B 1_555 0.859(5)
N1 C1 1_555 1.321(4)
N1 C5 1_555 1.363(4)
N2 C12 1_555 1.327(4)
N2 C8 1_555 1.364(4)
N3 C18 1_555 1.465(4)
C1 C2 1_555 1.395(4)
C1 H1 1_555 0.93
C2 C3 1_555 1.362(5)
C2 H2 1_555 0.93
C3 C4 1_555 1.410(5)
C3 H3 1_555 0.93
C4 C5 1_555 1.389(4)
C4 C6 1_555 1.430(4)
C5 C8 1_555 1.425(4)
C6 C7 1_555 1.349(5)
C6 H6 1_555 0.93
C7 C9 1_555 1.432(5)
C7 H7 1_555 0.93
C8 C9 1_555 1.391(4)
C9 C10 1_555 1.396(5)
C10 C11 1_555 1.362(5)
C10 H10 1_555 0.93
C11 C12 1_555 1.391(4)
C11 H11 1_555 0.93
C12 H12 1_555 0.93
C13 C14 1_555 1.511(4)
C14 C19 1_555 1.381(4)
C14 C15 1_555 1.400(4)
C15 C16 1_555 1.386(4)
C15 C20 1_555 1.510(4)
C16 C17 1_555 1.379(4)
C16 H16 1_555 0.93
C17 C18 1_555 1.367(4)
C17 H17 1_555 0.93
C18 C19 1_555 1.386(4)
C19 H19 1_555 0.93
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
O7 H7A O1 1_555 0.855(10) 2.023(10) 2.7239(2) 138.7(14)
O7 H7B O9 2_546 0.856(18) 1.96(2) 2.7838(2) 161.0(10)
O8 H8A O4 1_565 0.86(3) 1.95(2) 2.7676(2) 159.0(10)
O8 H8B O7 1_555 0.86(3) 1.91(3) 2.7706(2) 177(3)
O9 H9A O7 1_555 0.86(4) 1.96(4) 2.7960(2) 165(4)
O9 H9B O8 2_546 0.86(3) 1.94(3) 2.7788(2) 165(4)
C1 H1 O5 2_646 0.93 2.42 3.2867(2) 154
C3 H3 O4 4_535 0.93 2.41 3.3380(2) 175
C12 H12 O1 1_565 0.93 2.56 3.4453(2) 158
_cod_database_fobs_code 2021635