#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:53:39 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223642 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/23/7232381.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_7232381
loop_
_publ_author_name
'Tiihonen, Antti'
'Lahtinen, Manu'
_publ_section_title
;
 In-depth structural analysis of lanthanoid coordination networks based on
 a flexible tripodal zwitterionic isonicotinate ligand
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2286
_journal_paper_doi               10.1039/C8CE01015C
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety
'C30 H31 Eu N3 O8, 1.55(C F3 O3 S), 1.45(Br), 0.45(O)'
_chemical_formula_sum            'C31.55 H43 Br1.45 Eu F4.64 N3 O19.1 S1.55'
_chemical_formula_weight         1175.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2018-03-28
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-03-29 deposited with the CCDC.    2019-02-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.421(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.6774(6)
_cell_length_b                   25.6718(7)
_cell_length_c                   9.7560(3)
_cell_measurement_reflns_used    4818
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      76.6530
_cell_measurement_theta_min      4.1870
_cell_volume                     4568.3(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -117.00 -11.00   1.00   12.50    --  -41.40 -77.00-120.00  106
  2  ω    -32.00  68.00   1.00   12.50    --   41.40 -19.00  60.00  100
  3  ω     44.00  88.00   1.00   70.00    --  112.00 -30.00-150.00   44
  4  ω     50.00  89.00   1.00   70.00    --  112.00 -30.00 -60.00   39
  5  ω    102.00 175.00   1.00   70.00    --  112.00 111.00  30.00   73
  6  ω     98.00 177.00   1.00   70.00    --  112.00  30.00 -30.00   79
  7  ω     38.00 143.00   1.00   70.00    --  112.00 -77.00  30.00  105
  8  ω     45.00  98.00   1.00   70.00    --  112.00 -45.00 -90.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0830577000
_diffrn_orient_matrix_UB_12      -0.0056889000
_diffrn_orient_matrix_UB_13      -0.0092795000
_diffrn_orient_matrix_UB_21      -0.0154113000
_diffrn_orient_matrix_UB_22      0.0369971000
_diffrn_orient_matrix_UB_23      -0.1272646000
_diffrn_orient_matrix_UB_31      -0.0021569000
_diffrn_orient_matrix_UB_32      -0.0469015000
_diffrn_orient_matrix_UB_33      -0.0992229000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14324
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.998
_diffrn_reflns_theta_min         2.972
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.813
_exptl_absorpt_correction_T_max  0.866
_exptl_absorpt_correction_T_min  0.325
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_description       plate
_exptl_crystal_F_000             2346
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.161
_exptl_crystal_size_min          0.014
_refine_diff_density_max         1.936
_refine_diff_density_min         -1.596
_refine_diff_density_rms         0.188
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         8271
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0835
_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/[σ²(Fo²)+(0.1396P)²+20.6764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2359
_refine_ls_wR_factor_ref         0.2492
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6299
_reflns_number_total             8271
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01015c2.cif
_cod_data_source_block           jj003-01-eu-otf-h2o_red4
_cod_depositor_comments
'Adding full bibliography for 7232365--7232385.cif.'
_cod_original_formula_sum        'C31.55 H43 Br1.45 Eu F4.64 N3 O19.10 S1.55'
_cod_database_code               7232381
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C21 H20 O6 N3 F6 Eu'
_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.
;
_reflns_odcompleteness_completeness 99.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 H1WA-Br1
 2.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O39) = Uanis(O38) = Uanis(C37)
Uanis(O18) = Uanis(C17) = Uanis(O19)
4. Others
 Sof(Br2B)=Sof(O3B)=1-FVAR(1)
 Sof(O51A)=Sof(F53A)=Sof(O50A)=Sof(F54A)=Sof(F55A)=Sof(O49A)=Sof(C52A)=
 Sof(S48A)=FVAR(1)
5.a Rotating group:
 O2W(H2WA,H2WB), O1W(H1WA,H1WB)
5.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C10(H10A,H10B), C20(H20A,H20B)
5.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C16(H16), C13(H13), C15(H15), C32(H32), C23(H23), C35(H35),
 C33(H33), C26(H26), C22(H22), C36(H36), C25(H25)
5.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C7(H7A,H7B,H7C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.529
_oxdiff_exptl_absorpt_empirical_full_min 0.657
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Eu1 Eu 0.38254(2) 0.25086(2) 0.73096(5) 0.01720(19) Uani 1 1 d . . . . .
S40 S 0.99718(16) 0.35179(10) 0.8632(3) 0.0397(6) Uani 1 1 d . . . . .
O18 O 0.4665(3) 0.2660(3) 0.9404(6) 0.0244(8) Uani 1 1 d . . . . .
O42 O 0.9974(5) 0.3762(4) 0.7338(9) 0.053(2) Uani 1 1 d . . . . .
F45 F 1.0399(4) 0.2676(3) 0.7551(8) 0.0568(18) Uani 1 1 d . . . . .
F47 F 1.1270(4) 0.3130(4) 0.8679(11) 0.076(3) Uani 1 1 d . . . . .
N11 N 0.7300(4) 0.3128(3) 1.0351(8) 0.0264(16) Uani 1 1 d . . . . .
C12 C 0.7052(5) 0.3253(3) 1.1496(10) 0.0276(19) Uani 1 1 d . . . . .
H12 H 0.737592 0.340796 1.227329 0.033 Uiso 1 1 calc R . . . .
C17 C 0.5103(4) 0.2768(4) 1.0520(9) 0.0244(8) Uani 1 1 d . . . . .
N31 N 1.0609(4) 0.3715(3) 1.4162(8) 0.0271(16) Uani 1 1 d . . . . .
F46 F 1.0620(7) 0.2671(3) 0.9767(10) 0.086(3) Uani 1 1 d . . . . .
C16 C 0.6826(6) 0.2926(4) 0.9198(11) 0.036(2) Uani 1 1 d . . . . .
H16 H 0.699801 0.285078 0.837141 0.043 Uiso 1 1 calc R . . . .
C30 C 0.9917(6) 0.4020(4) 1.4198(11) 0.038(2) Uani 1 1 d . U . . .
H30A H 0.966794 0.385547 1.488699 0.046 Uiso 1 1 calc R . . . .
H30B H 1.005431 0.437836 1.452572 0.046 Uiso 1 1 calc R . . . .
C8 C 0.9848(7) 0.4958(5) 1.2608(16) 0.068(4) Uani 1 1 d . . . . .
H8A H 0.974511 0.507363 1.350348 0.102 Uiso 1 1 calc GR . . . .
H8B H 0.975976 0.524540 1.193288 0.102 Uiso 1 1 calc GR . . . .
H8C H 1.036054 0.484646 1.275217 0.102 Uiso 1 1 calc GR . . . .
O43 O 1.0276(8) 0.3814(3) 0.9819(10) 0.075(3) Uani 1 1 d . . . . .
C13 C 0.6331(5) 0.3159(4) 1.1565(11) 0.0295(19) Uani 1 1 d . . . . .
H13 H 0.616315 0.324875 1.238606 0.035 Uiso 1 1 calc R . . . .
C5 C 0.9390(5) 0.4047(4) 1.2807(11) 0.036(2) Uani 1 1 d . . . . .
C2 C 0.8394(5) 0.4112(3) 1.0231(11) 0.0265(19) Uani 1 1 d . . . . .
C6 C 0.8937(5) 0.3619(4) 1.2330(11) 0.030(2) Uani 1 1 d . . . . .
C15 C 0.6113(6) 0.2834(4) 0.9233(10) 0.033(2) Uani 1 1 d . . . . .
H15 H 0.578793 0.270042 0.842404 0.040 Uiso 1 1 calc R . . . .
C32 C 1.0776(5) 0.3579(4) 1.2935(10) 0.0294(19) Uani 1 1 d . . . . .
H32 H 1.044686 0.366224 1.207699 0.035 Uiso 1 1 calc R . . . .
C1 C 0.8459(4) 0.3650(3) 1.0982(11) 0.0277(19) Uani 1 1 d . . . . .
C23 C 0.7441(6) 0.6079(4) 0.9054(13) 0.042(3) Uani 1 1 d . . . . .
H23 H 0.721613 0.628132 0.826376 0.051 Uiso 1 1 calc R . . . .
C35 C 1.1712(4) 0.3351(4) 1.5410(9) 0.0242(17) Uani 1 1 d . . . . .
H35 H 1.203263 0.327103 1.627988 0.029 Uiso 1 1 calc R . . . .
C14 C 0.5856(5) 0.2933(3) 1.0439(8) 0.0225(17) Uani 1 1 d . . . . .
C9 C 0.8971(6) 0.3122(5) 1.3191(13) 0.046(3) Uani 1 1 d . . . . .
H9A H 0.948285 0.301334 1.350383 0.068 Uiso 1 1 calc GR . . . .
H9B H 0.869323 0.284684 1.261361 0.068 Uiso 1 1 calc GR . . . .
H9C H 0.875830 0.318648 1.401052 0.068 Uiso 1 1 calc GR . . . .
O41 O 0.9294(8) 0.3268(5) 0.8664(18) 0.106(6) Uani 1 1 d . . . . .
C33 C 1.1414(5) 0.3324(4) 1.2910(9) 0.0263(18) Uani 1 1 d . . . . .
H33 H 1.152280 0.321946 1.204311 0.032 Uiso 1 1 calc R . . . .
C7 C 0.7880(6) 0.4152(4) 0.8840(12) 0.038(2) Uani 1 1 d . . . . .
H7A H 0.814611 0.408440 0.809538 0.057 Uiso 1 1 calc GR . . . .
H7B H 0.766912 0.450319 0.872423 0.057 Uiso 1 1 calc GR . . . .
H7C H 0.748618 0.389567 0.878373 0.057 Uiso 1 1 calc GR . . . .
C10 C 0.8085(5) 0.3175(4) 1.0315(11) 0.032(2) Uani 1 1 d . . . . .
H10A H 0.813018 0.316618 0.932261 0.039 Uiso 1 1 calc R . . . .
H10B H 0.834581 0.286625 1.078669 0.039 Uiso 1 1 calc R . . . .
C44 C 1.0604(7) 0.2971(5) 0.8681(13) 0.047(3) Uani 1 1 d . . . . .
C26 C 0.8072(6) 0.5478(4) 1.1307(13) 0.040(3) Uani 1 1 d . . . . .
H26 H 0.828565 0.526077 1.207419 0.048 Uiso 1 1 calc R . . . .
C22 C 0.7925(6) 0.5682(4) 0.8911(13) 0.042(2) Uani 1 1 d . . . . .
H22 H 0.803803 0.561314 0.802497 0.051 Uiso 1 1 calc R . . . .
C34 C 1.1899(4) 0.3218(4) 1.4160(9) 0.0220(17) Uani 1 1 d . . . . .
C20 C 0.8807(5) 0.5014(4) 0.9838(13) 0.040(3) Uani 1 1 d . . . . .
H20A H 0.928996 0.518966 1.003994 0.048 Uiso 1 1 calc R . . . .
H20B H 0.870412 0.490150 0.884461 0.048 Uiso 1 1 calc R . . . .
C36 C 1.1060(5) 0.3601(4) 1.5386(9) 0.0294(19) Uani 1 1 d . . . . .
H36 H 1.092752 0.369188 1.624234 0.035 Uiso 1 1 calc R . . . .
C25 C 0.7601(6) 0.5872(4) 1.1497(12) 0.038(2) Uani 1 1 d . . . . .
H25 H 0.749494 0.593178 1.239337 0.046 Uiso 1 1 calc R . . . .
C3 C 0.8848(5) 0.4538(4) 1.0762(13) 0.039(2) Uani 1 1 d . . . . .
C4 C 0.9351(5) 0.4506(4) 1.2047(13) 0.038(2) Uani 1 1 d . . . . .
O38 O 1.2780(4) 0.2854(3) 1.3023(7) 0.0366(11) Uani 1 1 d . . . . .
O19 O 0.4954(3) 0.2745(3) 1.1699(6) 0.0244(8) Uani 1 1 d . . . . .
C37 C 1.2641(5) 0.2958(5) 1.4190(10) 0.0366(11) Uani 1 1 d . . . . .
C27 C 0.6791(5) 0.6641(4) 1.0494(10) 0.0277(19) Uani 1 1 d . . . . .
C24 C 0.7287(5) 0.6177(4) 1.0366(10) 0.0285(19) Uani 1 1 d . . . . .
O39 O 1.3043(4) 0.2878(3) 1.5353(7) 0.0366(11) Uani 1 1 d . . . . .
N21 N 0.8230(5) 0.5399(3) 1.0033(10) 0.036(2) Uani 1 1 d . . . . .
O29 O 0.6748(4) 0.6767(3) 1.1723(7) 0.0327(15) Uani 1 1 d . . . . .
O28 O 0.6507(4) 0.6856(3) 0.9395(7) 0.0405(18) Uani 1 1 d . . . . .
Br1 Br 0.59880(11) 0.34576(7) 0.5607(2) 0.0797(6) Uani 1 1 d D . . A 1
O2W O 0.4218(5) 0.1653(3) 0.8431(8) 0.0464(19) Uani 1 1 d . . . . .
H2WA H 0.418402 0.141425 0.778609 0.070 Uiso 1 1 d GR . . . .
H2WB H 0.390839 0.155503 0.893426 0.070 Uiso 1 1 d GR . . . .
O1W O 0.4437(5) 0.3314(3) 0.6807(9) 0.050(2) Uani 1 1 d . . . . .
H1WA H 0.500000 0.337226 0.681590 0.075 Uiso 1 1 d DGR . . . .
H1WB H 0.419809 0.368555 0.652902 0.075 Uiso 1 1 d GR . . . .
Br2B Br 0.8182(3) 0.5158(4) 0.5148(9) 0.047(2) Uani 0.452(8) 1 d . . P B 2
O51A O 0.8309(9) 0.5181(8) 0.6484(16) 0.057(4) Uani 0.548(8) 1 d . . P B 1
F53A F 0.8385(10) 0.4128(7) 0.541(2) 0.078(5) Uani 0.548(8) 1 d . . P B 1
O50A O 0.8712(9) 0.5153(7) 0.4320(16) 0.049(4) Uani 0.548(8) 1 d . . P B 1
F54A F 0.7637(10) 0.4316(7) 0.346(2) 0.084(6) Uani 0.548(8) 1 d . . P B 1
F55A F 0.7266(10) 0.4357(7) 0.532(3) 0.093(7) Uani 0.548(8) 1 d . . P B 1
O49A O 0.7481(8) 0.5407(6) 0.4294(16) 0.048(4) Uani 0.548(8) 1 d . . P B 1
C52A C 0.7834(15) 0.4450(10) 0.475(3) 0.063(7) Uani 0.548(8) 1 d . . P B 1
S48A S 0.8190(9) 0.5080(7) 0.5181(15) 0.049(4) Uani 0.548(8) 1 d . . P B 1
O3B O 0.7571(15) 0.3798(13) 0.466(3) 0.082(8) Uani 0.452(8) 1 d . . P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
1 17 0 0.0720
12 -2 0 0.0098
-12 2 0 0.0041
-1 -17 -1 0.0932
2 -10 -5 0.0759
-3 6 6 0.0925
-3 -7 6 0.0811
-2 -16 1 0.0850
3 -2 -6 0.0661
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
O18 Eu1 O38 104.3(2) . 4_465
O18 Eu1 O19 78.6(2) . 4_565
O18 Eu1 O39 146.5(3) . 1_454
O18 Eu1 O29 78.5(2) . 3_667
O18 Eu1 O28 140.1(3) . 2_646
O18 Eu1 O2W 71.5(3) . .
O18 Eu1 O1W 77.3(3) . .
O38 Eu1 O19 141.3(3) 4_465 4_565
O38 Eu1 O29 74.3(3) 4_465 3_667
O38 Eu1 O2W 73.2(3) 4_465 .
O38 Eu1 O1W 145.6(3) 4_465 .
O19 Eu1 O29 141.8(2) 4_565 3_667
O19 Eu1 O2W 71.3(3) 4_565 .
O19 Eu1 O1W 73.1(3) 4_565 .
O39 Eu1 O38 89.4(2) 1_454 4_465
O39 Eu1 O19 109.6(2) 1_454 4_565
O39 Eu1 O29 75.9(2) 1_454 3_667
O39 Eu1 O28 71.8(3) 1_454 2_646
O39 Eu1 O2W 142.0(3) 1_454 .
O39 Eu1 O1W 74.5(3) 1_454 .
O29 Eu1 O2W 127.9(3) 3_667 .
O29 Eu1 O1W 72.4(3) 3_667 .
O28 Eu1 O38 79.7(2) 2_646 4_465
O28 Eu1 O19 75.1(2) 2_646 4_565
O28 Eu1 O29 138.4(3) 2_646 3_667
O28 Eu1 O2W 72.0(3) 2_646 .
O28 Eu1 O1W 121.4(3) 2_646 .
O1W Eu1 O2W 136.2(3) . .
O42 S40 O41 113.2(9) . .
O42 S40 C44 103.9(5) . .
O43 S40 O42 114.8(6) . .
O43 S40 O41 115.5(8) . .
O43 S40 C44 104.5(7) . .
O41 S40 C44 103.0(7) . .
C17 O18 Eu1 176.7(7) . .
C12 N11 C16 119.8(7) . .
C12 N11 C10 121.5(8) . .
C16 N11 C10 118.5(8) . .
N11 C12 H12 119.5 . .
N11 C12 C13 120.9(8) . .
C13 C12 H12 119.5 . .
O18 C17 C14 117.9(7) . .
O19 C17 O18 124.2(8) . .
O19 C17 C14 117.8(7) . .
C32 N31 C30 121.1(8) . .
C36 N31 C30 117.9(8) . .
C36 N31 C32 121.0(8) . .
N11 C16 H16 119.8 . .
C15 C16 N11 120.4(8) . .
C15 C16 H16 119.8 . .
N31 C30 H30A 108.9 . .
N31 C30 H30B 108.9 . .
H30A C30 H30B 107.7 . .
C5 C30 N31 113.6(8) . .
C5 C30 H30A 108.9 . .
C5 C30 H30B 108.9 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
C12 C13 H13 120.0 . .
C14 C13 C12 120.0(8) . .
C14 C13 H13 120.0 . .
C6 C5 C30 119.7(10) . .
C4 C5 C30 118.3(9) . .
C4 C5 C6 122.0(9) . .
C1 C2 C7 120.5(8) . .
C1 C2 C3 119.4(9) . .
C3 C2 C7 120.0(10) . .
C5 C6 C1 118.3(9) . .
C5 C6 C9 121.5(10) . .
C1 C6 C9 120.1(9) . .
C16 C15 H15 119.7 . .
C16 C15 C14 120.5(9) . .
C14 C15 H15 119.7 . .
N31 C32 H32 119.6 . .
N31 C32 C33 120.7(9) . .
C33 C32 H32 119.7 . .
C2 C1 C6 120.2(8) . .
C2 C1 C10 119.5(9) . .
C6 C1 C10 120.0(9) . .
C22 C23 H23 120.2 . .
C22 C23 C24 119.5(10) . .
C24 C23 H23 120.2 . .
C34 C35 H35 120.2 . .
C36 C35 H35 120.2 . .
C36 C35 C34 119.5(8) . .
C13 C14 C17 122.0(8) . .
C13 C14 C15 118.1(8) . .
C15 C14 C17 119.8(8) . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C32 C33 H33 120.4 . .
C32 C33 C34 119.3(8) . .
C34 C33 H33 120.4 . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N11 C10 C1 115.6(7) . .
N11 C10 H10A 108.4 . .
N11 C10 H10B 108.4 . .
C1 C10 H10A 108.4 . .
C1 C10 H10B 108.4 . .
H10A C10 H10B 107.4 . .
F45 C44 S40 110.3(9) . .
F47 C44 S40 111.6(9) . .
F47 C44 F45 106.4(10) . .
F46 C44 S40 112.1(9) . .
F46 C44 F45 106.9(10) . .
F46 C44 F47 109.3(13) . .
C25 C26 H26 119.8 . .
N21 C26 H26 119.8 . .
N21 C26 C25 120.4(10) . .
C23 C22 H22 120.3 . .
N21 C22 C23 119.3(11) . .
N21 C22 H22 120.3 . .
C35 C34 C37 119.4(7) . .
C33 C34 C35 119.2(7) . .
C33 C34 C37 121.4(8) . .
H20A C20 H20B 107.7 . .
C3 C20 H20A 108.8 . .
C3 C20 H20B 108.8 . .
N21 C20 H20A 108.8 . .
N21 C20 H20B 108.8 . .
N21 C20 C3 113.7(9) . .
N31 C36 C35 120.3(8) . .
N31 C36 H36 119.9 . .
C35 C36 H36 119.9 . .
C26 C25 H25 120.5 . .
C24 C25 C26 118.9(11) . .
C24 C25 H25 120.5 . .
C2 C3 C20 117.3(10) . .
C4 C3 C2 121.3(10) . .
C4 C3 C20 121.3(9) . .
C5 C4 C8 120.1(10) . .
C5 C4 C3 118.4(9) . .
C3 C4 C8 121.5(10) . .
C37 O38 Eu1 133.6(6) . 4_666
C17 O19 Eu1 128.9(5) . 4_566
O38 C37 C34 116.1(8) . .
O39 C37 C34 117.2(8) . .
O39 C37 O38 126.7(8) . .
O29 C27 C24 116.1(8) . .
O28 C27 C24 115.8(8) . .
O28 C27 O29 128.0(8) . .
C23 C24 C27 117.6(8) . .
C25 C24 C23 119.7(9) . .
C25 C24 C27 122.6(9) . .
C37 O39 Eu1 164.9(8) . 1_656
C26 N21 C20 121.3(9) . .
C22 N21 C26 122.1(9) . .
C22 N21 C20 116.5(10) . .
C27 O29 Eu1 133.4(6) . 3_667
C27 O28 Eu1 160.5(8) . 2_656
Eu1 O2W H2WA 109.5 . .
Eu1 O2W H2WB 109.5 . .
H2WA O2W H2WB 104.4 . .
Eu1 O1W H1WA 128.1 . .
Eu1 O1W H1WB 128.1 . .
H1WA O1W H1WB 103.8 . .
F53A C52A S48A 103.7(18) . .
F54A C52A F53A 109(2) . .
F54A C52A F55A 106(2) . .
F54A C52A S48A 120(2) . .
F55A C52A F53A 107(2) . .
F55A C52A S48A 111.1(19) . .
O51A S48A O50A 124.6(15) . .
O51A S48A O49A 111.7(14) . .
O51A S48A C52A 113.6(18) . .
O50A S48A O49A 101.4(13) . .
O50A S48A C52A 104.5(13) . .
O49A S48A C52A 97.0(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O18 2.325(6) .
Eu1 O38 2.397(6) 4_465
Eu1 O19 2.400(6) 4_565
Eu1 O39 2.341(6) 1_454
Eu1 O29 2.435(7) 3_667
Eu1 O28 2.348(7) 2_646
Eu1 O2W 2.492(7) .
Eu1 O1W 2.463(7) .
S40 O42 1.410(9) .
S40 O43 1.399(10) .
S40 O41 1.426(12) .
S40 C44 1.829(13) .
O18 C17 1.245(11) .
F45 C44 1.324(15) .
F47 C44 1.311(15) .
N11 C12 1.336(12) .
N11 C16 1.373(13) .
N11 C10 1.480(11) .
C12 H12 0.9500 .
C12 C13 1.384(13) .
C17 C14 1.487(12) .
C17 O19 1.241(11) .
N31 C30 1.518(11) .
N31 C32 1.347(12) .
N31 C36 1.338(12) .
F46 C44 1.304(14) .
C16 H16 0.9500 .
C16 C15 1.361(14) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C30 C5 1.497(14) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C8 C4 1.510(14) .
C13 H13 0.9500 .
C13 C14 1.382(12) .
C5 C6 1.405(14) .
C5 C4 1.386(16) .
C2 C1 1.385(14) .
C2 C7 1.488(14) .
C2 C3 1.413(13) .
C6 C1 1.424(14) .
C6 C9 1.520(16) .
C15 H15 0.9500 .
C15 C14 1.386(12) .
C32 H32 0.9500 .
C32 C33 1.365(12) .
C1 C10 1.485(12) .
C23 H23 0.9500 .
C23 C22 1.388(15) .
C23 C24 1.394(15) .
C35 H35 0.9500 .
C35 C34 1.383(12) .
C35 C36 1.372(13) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C33 H33 0.9500 .
C33 C34 1.380(12) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C26 H26 0.9500 .
C26 C25 1.378(14) .
C26 N21 1.353(15) .
C22 H22 0.9500 .
C22 N21 1.335(15) .
C34 C37 1.533(11) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C20 C3 1.510(16) .
C20 N21 1.503(12) .
C36 H36 0.9500 .
C25 H25 0.9500 .
C25 C24 1.377(14) .
C3 C4 1.399(16) .
O38 C37 1.249(11) .
C37 O39 1.236(12) .
C27 C24 1.531(12) .
C27 O29 1.261(12) .
C27 O28 1.220(12) .
O2W H2WA 0.8718 .
O2W H2WB 0.8720 .
O1W H1WA 1.0601 .
O1W H1WB 1.0621 .
O51A S48A 1.27(2) .
F53A C52A 1.37(4) .
O50A S48A 1.43(2) .
F54A C52A 1.28(3) .
F55A C52A 1.32(3) .
O49A S48A 1.65(2) .
C52A S48A 1.77(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_publ_flag
C22 H22 O51A 0.95 2.02 2.917(19) 157.1 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_4
Eu1 O38 C37 C34 177.0(6) 4_666 .
Eu1 O38 C37 O39 -2(2) 4_666 .
O18 C17 C14 C13 166.9(9) . .
O18 C17 C14 C15 -16.9(14) . .
O18 C17 O19 Eu1 0.4(14) . 4_566
O42 S40 C44 F45 -55.3(10) . .
O42 S40 C44 F47 62.7(11) . .
O42 S40 C44 F46 -174.4(10) . .
N11 C12 C13 C14 -0.1(15) . .
N11 C16 C15 C14 -1.1(18) . .
C12 N11 C16 C15 -2.5(16) . .
C12 N11 C10 C1 -41.6(13) . .
C12 C13 C14 C17 172.8(9) . .
C12 C13 C14 C15 -3.5(14) . .
N31 C30 C5 C6 79.0(12) . .
N31 C30 C5 C4 -103.1(10) . .
N31 C32 C33 C34 -1.9(15) . .
C16 N11 C12 C13 3.1(15) . .
C16 N11 C10 C1 141.6(10) . .
C16 C15 C14 C17 -172.3(10) . .
C16 C15 C14 C13 4.1(16) . .
C30 N31 C32 C33 177.4(9) . .
C30 N31 C36 C35 -176.4(9) . .
C30 C5 C6 C1 -177.9(8) . .
C30 C5 C6 C9 -0.5(13) . .
C30 C5 C4 C8 1.7(15) . .
C30 C5 C4 C3 -178.5(9) . .
O43 S40 C44 F45 -176.0(9) . .
O43 S40 C44 F47 -58.0(11) . .
O43 S40 C44 F46 64.9(12) . .
C5 C6 C1 C2 -6.5(12) . .
C5 C6 C1 C10 167.6(8) . .
C2 C1 C10 N11 -82.2(11) . .
C2 C3 C4 C8 178.9(11) . .
C2 C3 C4 C5 -0.8(15) . .
C6 C5 C4 C8 179.6(11) . .
C6 C5 C4 C3 -0.7(14) . .
C6 C1 C10 N11 103.6(10) . .
C32 N31 C30 C5 12.1(14) . .
C32 N31 C36 C35 1.5(14) . .
C32 C33 C34 C35 3.1(14) . .
C32 C33 C34 C37 -176.8(10) . .
C1 C2 C3 C20 174.2(8) . .
C1 C2 C3 C4 -1.5(14) . .
C23 C22 N21 C26 1.4(16) . .
C23 C22 N21 C20 -173.9(10) . .
C35 C34 C37 O38 -179.0(10) . .
C35 C34 C37 O39 0.0(15) . .
C14 C17 O19 Eu1 -179.2(6) . 4_566
C9 C6 C1 C2 176.1(8) . .
C9 C6 C1 C10 -9.8(12) . .
O41 S40 C44 F45 62.9(11) . .
O41 S40 C44 F47 -179.1(11) . .
O41 S40 C44 F46 -56.2(13) . .
C33 C34 C37 O38 0.8(16) . .
C33 C34 C37 O39 179.9(10) . .
C7 C2 C1 C6 -178.2(8) . .
C7 C2 C1 C10 7.7(12) . .
C7 C2 C3 C20 -2.4(13) . .
C7 C2 C3 C4 -178.1(9) . .
C10 N11 C12 C13 -173.5(9) . .
C10 N11 C16 C15 174.2(10) . .
C26 C25 C24 C23 0.9(15) . .
C26 C25 C24 C27 -176.6(9) . .
C22 C23 C24 C25 -1.7(16) . .
C22 C23 C24 C27 175.9(10) . .
C34 C35 C36 N31 -0.2(15) . .
C34 C37 O39 Eu1 132(2) . 1_656
C20 C3 C4 C8 3.4(16) . .
C20 C3 C4 C5 -176.3(9) . .
C36 N31 C30 C5 -169.9(9) . .
C36 N31 C32 C33 -0.5(15) . .
C36 C35 C34 C33 -2.1(14) . .
C36 C35 C34 C37 177.8(9) . .
C25 C26 N21 C22 -2.3(16) . .
C25 C26 N21 C20 172.8(9) . .
C3 C2 C1 C6 5.2(13) . .
C3 C2 C1 C10 -168.9(8) . .
C3 C20 N21 C26 34.8(13) . .
C3 C20 N21 C22 -149.8(10) . .
C4 C5 C6 C1 4.2(13) . .
C4 C5 C6 C9 -178.4(9) . .
O38 C37 O39 Eu1 -49(3) . 1_656
O19 C17 C14 C13 -13.5(14) . .
O19 C17 C14 C15 162.7(9) . .
C24 C23 C22 N21 0.5(17) . .
C24 C27 O29 Eu1 173.3(6) . 3_667
C24 C27 O28 Eu1 -122.2(17) . 2_656
N21 C26 C25 C24 1.1(16) . .
N21 C20 C3 C2 88.6(12) . .
N21 C20 C3 C4 -95.6(11) . .
O29 C27 C24 C23 -169.9(9) . .
O29 C27 C24 C25 7.6(14) . .
O29 C27 O28 Eu1 55(2) . 2_656
O28 C27 C24 C23 7.5(14) . .
O28 C27 C24 C25 -175.0(10) . .
O28 C27 O29 Eu1 -3.7(16) . 3_667
F53A C52A S48A O51A -64(2) . .
F53A C52A S48A O50A 75(2) . .
F53A C52A S48A O49A 178.7(17) . .
F54A C52A S48A O51A 174(2) . .
F54A C52A S48A O50A -47(3) . .
F54A C52A S48A O49A 57(2) . .
F55A C52A S48A O51A 50(3) . .
F55A C52A S48A O50A -171(2) . .
F55A C52A S48A O49A -67(2) . .
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9937 16.9986 0.0185 -0.1794 0.6112 -0.8012
12.0022 -2.0181 0.0154 -0.9855 -0.2616 0.0672
-12.0022 2.0181 -0.0154 0.9855 0.2616 -0.0672
-0.9933 -16.9984 -1.0190 0.1887 -0.4839 0.9005
2.0062 -10.0020 -5.0095 -0.0632 0.2366 0.9618
-3.0053 6.0033 6.0045 0.1597 -0.4957 -0.8709
-2.9992 -6.9995 5.9925 0.2333 -0.9754 -0.2598
-1.9947 -16.0046 0.9819 0.2476 -0.6863 0.6575
3.0024 -2.0041 -6.0016 -0.1823 0.6434 0.6830
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.214 0.705 0.342 17.8 15.2 ?
2 0.214 0.795 0.842 17.8 15.2 ?
3 0.500 0.500 -0.810 433.8 125.3 '12x water'
4 0.500 0.000 -0.498 433.8 125.3 '12x water'
5 0.786 0.205 0.158 17.8 14.6 ?
6 0.786 0.295 0.658 17.8 14.6 ?
