#------------------------------------------------------------------------------
#$Date: 2019-10-10 04:06:14 +0300 (Thu, 10 Oct 2019) $
#$Revision: 219233 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/13/7701341.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_7701341
loop_
_publ_author_name
'Kodrin, Ivan'
'Borovina, Mladen'
'\<Smital, Luka'
'Vald\'es-Mart\'inez, Jes\'us'
'Aaker\"oy, Christer B'
'\/Dakovi\'c, Marijana'
_publ_section_title
;
 Exploring and predicting intermolecular binding preferences in
 crystalline Cu(ii) coordination complexes.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/c9dt03346g
_journal_year                    2019
_chemical_formula_moiety         'C24 H24 Cu F6 N4 O6'
_chemical_formula_sum            'C24 H24 Cu F6 N4 O6'
_chemical_formula_weight         642.01
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-23 deposited with the CCDC.    2019-09-30 downloaded from the CCDC.
;
_cell_angle_alpha                114.584(4)
_cell_angle_beta                 99.527(4)
_cell_angle_gamma                98.514(4)
_cell_formula_units_Z            1
_cell_length_a                   8.5478(4)
_cell_length_b                   9.2084(4)
_cell_length_c                   10.0669(5)
_cell_measurement_reflns_used    4575
_cell_measurement_temperature    296
_cell_measurement_theta_max      28.7710
_cell_measurement_theta_min      3.9410
_cell_volume                     689.52(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_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            10981
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         3.528
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) 
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       block
_exptl_crystal_F_000             327
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: EtOH'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2713
_refine_ls_number_restraints     49
_refine_ls_restrained_S_all      1.170
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0336
_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^)+(0.0496P)^2^+0.1282P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2552
_reflns_number_total             2713
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03346g2.cif
_cod_data_source_block           4b
_cod_database_code               7701341
_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   0.844
_shelx_estimated_absorpt_t_min   0.668
_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
2. Restrained distances
 O3-H3
 0.81 with sigma of 0.01
 C1-F1A = C1-F1B = C1-F2A = C1-F2B = C1-F3A = C1-F3B
 1.32 with sigma of 0.005
 F1A-F2A \\sim F1A-F3A \\sim F2A-F3A
 with sigma of 0.02
 F1B-F2B \\sim F1B-F3B \\sim F2B-F3B
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 C1, F1A, F2A, F3A, F1B, F2B, F3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F1B)=Sof(F2B)=Sof(F3B)=1-FVAR(1)
 Sof(F3A)=Sof(F1A)=Sof(F2A)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C6(H6), C7(H7), C3(H3A)
5.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C12(H12A,H12B,H12C)
;
_shelx_res_file
;
TITL exp_2400_a.res in P-1
    exp_2400.res
    created by SHELXL-2018/3 at 13:15:41 on 11-Jul-2019
REM Old TITL exp_2400 in P-1
REM SHELXT solution in P-1
REM R1 0.153, Rweak 0.035, Alpha 0.074, Orientation as input
REM Formula found by SHELXT: C32 N6 O4 Cu
CELL 0.71073 8.5478 9.2084 10.0669 114.584 99.527 98.514
ZERR 1 0.0004 0.0004 0.0005 0.004 0.004 0.004
LATT 1
SFAC C H Cu F N O
UNIT 24 24 1 6 4 6
EQIV $1 +X,1+Y,1+Z
DFIX 0.81 0.01 O3 H3
DFIX 1.32 0.005 C1 F1A C1 F1B C1 F2A C1 F2B C1 F3A C1 F3B
SADI F1A F2A F1A F3A F2A F3A
SADI 0.04 F1B F2B F1B F3B F2B F3B
RIGU C1 F1A F2A F3A F1B F2B F3B

L.S. 4
PLAN  20
SIZE 0.2 0.25 0.5
TEMP 23
HTAB O3 O2_$1
htab
BOND $H
list 4
fmap 2
acta
OMIT -1 52
REM <olex2.extras>
REM <HklSrc "%.\\exp_2400.hkl">
REM </olex2.extras>

WGHT    0.049600    0.128200
FVAR       0.88936   0.61085
CU1   3    0.500000    0.500000    0.500000    10.50000    0.05255    0.04380 =
         0.04038    0.01949    0.01721    0.01137
O2    6    0.720574    0.384875    0.494930    11.00000    0.05632    0.05180 =
         0.05099    0.02048    0.01805    0.01431
O1    6    0.440643    0.407548    0.634478    11.00000    0.06343    0.05274 =
         0.04810    0.02524    0.02152    0.01328
N1    5    0.633920    0.714314    0.683508    11.00000    0.04832    0.04845 =
         0.04529    0.02222    0.01980    0.01434
O3    6    0.887455    1.382324    1.282838    11.00000    0.07617    0.05149 =
         0.06271    0.00773    0.02600    0.00060
N2    5    0.815130    1.223686    1.169567    11.00000    0.05466    0.04720 =
         0.05366    0.01438    0.01531    0.00746
C8    1    0.794260    1.024159    0.925974    11.00000    0.04280    0.04628 =
         0.04627    0.02506    0.01345    0.01556
C11   1    0.870417    1.191306    1.051465    11.00000    0.04895    0.04746 =
         0.05278    0.02692    0.01362    0.01401
C9    1    0.662982    0.920834    0.934197    11.00000    0.05608    0.05073 =
         0.04651    0.02183    0.02408    0.01461
AFIX  43
H9    2    0.626798    0.954018    1.022051    11.00000   -1.20000
AFIX   0
C10   1    0.587263    0.771207    0.813982    11.00000    0.05207    0.04848 =
         0.05006    0.02125    0.02177    0.00796
AFIX  43
H10   2    0.499553    0.705634    0.822557    11.00000   -1.20000
AFIX   0
C6    1    0.763100    0.809324    0.677101    11.00000    0.04976    0.06290 =
         0.04527    0.02340    0.02143    0.01486
AFIX  43
H6    2    0.800071    0.770322    0.589753    11.00000   -1.20000
AFIX   0
C7    1    0.845235    0.962306    0.792623    11.00000    0.04521    0.05727 =
         0.05250    0.02849    0.01917    0.00956
AFIX  43
H7    2    0.934211    1.023954    0.781664    11.00000   -1.20000
AFIX   0
C4    1    0.747004    0.297755    0.558341    11.00000    0.05300    0.04793 =
         0.05803    0.02007    0.00679    0.00972
C2    1    0.510960    0.315477    0.674568    11.00000    0.06118    0.05588 =
         0.04595    0.02677    0.00727    0.00100
PART 1
F3A   4    0.265798    0.182799    0.694103    21.00000    0.07984    0.11044 =
         0.14144    0.08091    0.03370   -0.00890
PART 0
C3    1    0.647903    0.262107    0.646094    11.00000    0.06693    0.08274 =
         0.08692    0.05907    0.01995    0.02386
AFIX  43
H3A   2    0.679681    0.195361    0.688636    11.00000   -1.20000
AFIX   0
C5    1    0.894507    0.226410    0.543187    11.00000    0.06965    0.07781 =
         0.10614    0.04634    0.02550    0.03015
AFIX 137
H5A   2    0.905713    0.190238    0.441756    11.00000   -1.50000
H5B   2    0.881206    0.134601    0.565957    11.00000   -1.50000
H5C   2    0.990584    0.308931    0.612193    11.00000   -1.50000
AFIX   0
C12   1    0.998540    1.308809    1.036679    11.00000    0.08923    0.05495 =
         0.06923    0.02677    0.02274   -0.00477
AFIX 137
H12A  2    1.043569    1.404081    1.132530    11.00000   -1.50000
H12B  2    0.950673    1.341577    0.963581    11.00000   -1.50000
H12C  2    1.083753    1.256318    1.004419    11.00000   -1.50000
AFIX   0
PART 1
F1A   4    0.406256    0.371680    0.888111    21.00000    0.32103    0.16272 =
         0.07838    0.01014    0.10578   -0.06246
PART 0
C1    1    0.421194    0.256348    0.767993    11.00000    0.09063    0.09678 =
         0.08443    0.06193    0.02820    0.01272
PART 1
F2A   4    0.470786    0.140736    0.793017    21.00000    0.15702    0.30898 =
         0.34245    0.30367    0.14897    0.13654
PART 0
H3    2    0.840401    1.386020    1.346549    11.00000    0.09581
PART 2
F1B   4    0.331472    0.351782    0.833958   -21.00000    0.11788    0.24380 =
         0.17331    0.17363    0.10229    0.09892
F2B   4    0.522069    0.277271    0.892616   -21.00000    0.14775    0.14289 =
         0.07103    0.07766    0.04661    0.05070
F3B   4    0.350947    0.102843    0.703248   -21.00000    0.44467    0.08582 =
         0.13670   -0.00244    0.13399   -0.13043
HKLF 4




REM  exp_2400_a.res in P-1
REM wR2 = 0.0952, GooF = S = 1.104, Restrained GooF = 1.170 for all data
REM R1 = 0.0336 for 2552 Fo > 4sig(Fo) and 0.0369 for all 2713 data
REM 221 parameters refined using 49 restraints

END

WGHT      0.0496      0.1282

REM Instructions for potential hydrogen bonds
EQIV $3 -x+1, -y+1, -z+2
HTAB C9 F2A_$3
HTAB C10 O1
EQIV $4 -x+2, -y+2, -z+2
HTAB C5 O3_$4
HTAB O3 O2_$1

REM Highest difference peak  0.243,  deepest hole -0.228,  1-sigma level  0.043
Q1    1   0.4516  0.0974  0.7240  11.00000  0.05    0.24
Q2    1   1.0057  1.2929  0.9368  11.00000  0.05    0.21
Q3    1   0.9551  1.4164  1.0579  11.00000  0.05    0.19
Q4    1   0.2937  0.2702  0.7366  11.00000  0.05    0.19
Q5    1   0.9730  0.2862  0.5105  11.00000  0.05    0.18
Q6    1   0.5284  0.3649  0.8967  11.00000  0.05    0.17
Q7    1   0.9268  1.2261  1.0325  11.00000  0.05    0.17
Q8    1   0.9721  0.2599  0.6715  11.00000  0.05    0.16
Q9    1   0.5659  0.2414  0.8526  11.00000  0.05    0.16
Q10   1   0.3929  0.3130  0.8269  11.00000  0.05    0.16
Q11   1   0.5974  0.7523  0.7405  11.00000  0.05    0.15
Q12   1   0.6072  0.3284  0.6997  11.00000  0.05    0.15
Q13   1   0.6699  0.8382  0.8940  11.00000  0.05    0.15
Q14   1   0.6317  0.2437  0.5619  11.00000  0.05    0.14
Q15   1   0.8114  1.2264  1.0797  11.00000  0.05    0.14
Q16   1   0.8065  0.9994  0.8595  11.00000  0.05    0.14
Q17   1   0.4582  0.2982  0.6152  11.00000  0.05    0.14
Q18   1   0.7176  0.9924  0.9184  11.00000  0.05    0.13
Q19   1   0.6471  0.3359  0.4438  11.00000  0.05    0.13
Q20   1   0.8563  1.0944  1.0025  11.00000  0.05    0.13
;
_shelx_res_checksum              76639
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_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
Cu1 Cu 0.500000 0.500000 0.500000 0.04472(14) Uani 1 2 d S T P . .
O2 O 0.72057(18) 0.38488(18) 0.49493(17) 0.0533(4) Uani 1 1 d . . . . .
O1 O 0.44064(19) 0.40755(18) 0.63448(16) 0.0530(4) Uani 1 1 d . . . . .
N1 N 0.6339(2) 0.7143(2) 0.68351(18) 0.0456(4) Uani 1 1 d . . . . .
O3 O 0.8875(2) 1.3823(2) 1.2828(2) 0.0705(5) Uani 1 1 d D . . . .
N2 N 0.8151(2) 1.2237(2) 1.1696(2) 0.0552(4) Uani 1 1 d . . . . .
C8 C 0.7943(2) 1.0242(2) 0.9260(2) 0.0428(4) Uani 1 1 d . . . . .
C11 C 0.8704(3) 1.1913(2) 1.0515(2) 0.0478(5) Uani 1 1 d . . . . .
C9 C 0.6630(3) 0.9208(3) 0.9342(2) 0.0495(5) Uani 1 1 d . . . . .
H9 H 0.626798 0.954018 1.022051 0.059 Uiso 1 1 calc R . . . .
C10 C 0.5873(3) 0.7712(3) 0.8140(2) 0.0499(5) Uani 1 1 d . . . . .
H10 H 0.499553 0.705634 0.822557 0.060 Uiso 1 1 calc R . . . .
C6 C 0.7631(3) 0.8093(3) 0.6771(2) 0.0516(5) Uani 1 1 d . . . . .
H6 H 0.800071 0.770322 0.589753 0.062 Uiso 1 1 calc R . . . .
C7 C 0.8452(3) 0.9623(3) 0.7926(2) 0.0498(5) Uani 1 1 d . . . . .
H7 H 0.934211 1.023954 0.781664 0.060 Uiso 1 1 calc R . . . .
C4 C 0.7470(3) 0.2978(3) 0.5583(3) 0.0556(5) Uani 1 1 d . . . . .
C2 C 0.5110(3) 0.3155(3) 0.6746(2) 0.0553(5) Uani 1 1 d . . . . .
F3A F 0.2658(4) 0.1828(7) 0.6941(6) 0.1050(17) Uani 0.611(9) 1 d D U . A 1
C3 C 0.6479(3) 0.2621(4) 0.6461(3) 0.0707(7) Uani 1 1 d . . . . .
H3A H 0.679681 0.195361 0.688636 0.085 Uiso 1 1 calc R . . . .
C5 C 0.8945(3) 0.2264(4) 0.5432(4) 0.0809(8) Uani 1 1 d . . . . .
H5A H 0.905713 0.190238 0.441756 0.121 Uiso 1 1 calc GR . . . .
H5B H 0.881206 0.134601 0.565957 0.121 Uiso 1 1 calc GR . . . .
H5C H 0.990584 0.308931 0.612193 0.121 Uiso 1 1 calc GR . . . .
C12 C 0.9985(4) 1.3088(3) 1.0367(3) 0.0738(7) Uani 1 1 d . . . . .
H12A H 1.043569 1.404081 1.132530 0.111 Uiso 1 1 calc GR . . . .
H12B H 0.950673 1.341577 0.963581 0.111 Uiso 1 1 calc GR . . . .
H12C H 1.083753 1.256318 1.004419 0.111 Uiso 1 1 calc GR . . . .
F1A F 0.4063(12) 0.3717(8) 0.8881(7) 0.210(5) Uani 0.611(9) 1 d D U . A 1
C1 C 0.4212(4) 0.2563(3) 0.7680(3) 0.0835(8) Uani 1 1 d D U . . .
F2A F 0.4708(8) 0.1407(12) 0.7930(13) 0.193(5) Uani 0.611(9) 1 d D U . A 1
H3 H 0.840(4) 1.386(4) 1.347(3) 0.096(11) Uiso 1 1 d D . . . .
F1B F 0.3315(11) 0.3518(13) 0.8340(10) 0.135(5) Uani 0.389(9) 1 d D U . A 2
F2B F 0.5221(9) 0.2773(11) 0.8926(6) 0.106(3) Uani 0.389(9) 1 d D U . A 2
F3B F 0.351(2) 0.1028(9) 0.7032(12) 0.256(10) Uani 0.389(9) 1 d D U . A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0525(2) 0.0438(2) 0.0404(2) 0.01949(15) 0.01721(15) 0.01137(15)
O2 0.0563(8) 0.0518(8) 0.0510(8) 0.0205(7) 0.0181(7) 0.0143(7)
O1 0.0634(9) 0.0527(8) 0.0481(8) 0.0252(7) 0.0215(7) 0.0133(7)
N1 0.0483(9) 0.0484(9) 0.0453(9) 0.0222(7) 0.0198(7) 0.0143(7)
O3 0.0762(12) 0.0515(9) 0.0627(11) 0.0077(8) 0.0260(9) 0.0006(8)
N2 0.0547(10) 0.0472(10) 0.0537(10) 0.0144(8) 0.0153(8) 0.0075(8)
C8 0.0428(10) 0.0463(10) 0.0463(10) 0.0251(9) 0.0134(8) 0.0156(8)
C11 0.0490(11) 0.0475(11) 0.0528(11) 0.0269(9) 0.0136(9) 0.0140(9)
C9 0.0561(12) 0.0507(11) 0.0465(11) 0.0218(9) 0.0241(9) 0.0146(9)
C10 0.0521(11) 0.0485(11) 0.0501(11) 0.0213(9) 0.0218(9) 0.0080(9)
C6 0.0498(11) 0.0629(13) 0.0453(11) 0.0234(10) 0.0214(9) 0.0149(10)
C7 0.0452(11) 0.0573(12) 0.0525(11) 0.0285(10) 0.0192(9) 0.0096(9)
C4 0.0530(12) 0.0479(11) 0.0580(13) 0.0201(10) 0.0068(10) 0.0097(9)
C2 0.0612(13) 0.0559(12) 0.0459(11) 0.0268(10) 0.0073(10) 0.0010(10)
F3A 0.080(2) 0.110(4) 0.141(4) 0.081(3) 0.034(2) -0.009(2)
C3 0.0669(15) 0.0827(17) 0.0869(18) 0.0591(16) 0.0199(13) 0.0239(13)
C5 0.0696(17) 0.0778(18) 0.106(2) 0.0463(17) 0.0255(16) 0.0302(14)
C12 0.0892(19) 0.0549(14) 0.0692(16) 0.0268(12) 0.0227(14) -0.0048(13)
F1A 0.321(12) 0.163(6) 0.078(3) 0.010(3) 0.106(5) -0.062(6)
C1 0.091(2) 0.097(2) 0.084(2) 0.0619(18) 0.0282(16) 0.0127(17)
F2A 0.157(6) 0.309(10) 0.342(11) 0.304(10) 0.149(7) 0.137(7)
F1B 0.118(6) 0.244(12) 0.173(9) 0.174(9) 0.102(6) 0.099(8)
F2B 0.148(5) 0.143(7) 0.071(3) 0.078(4) 0.047(3) 0.051(5)
F3B 0.44(2) 0.086(5) 0.137(8) -0.002(5) 0.134(11) -0.130(9)
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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_
_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
O2 Cu1 O2 180.0 . 2_666
O1 Cu1 O2 87.62(6) 2_666 2_666
O1 Cu1 O2 87.63(6) . .
O1 Cu1 O2 92.38(6) . 2_666
O1 Cu1 O2 92.38(6) 2_666 .
O1 Cu1 O1 180.0 . 2_666
O1 Cu1 N1 89.63(6) 2_666 .
O1 Cu1 N1 90.37(6) . .
O1 Cu1 N1 89.63(6) . 2_666
O1 Cu1 N1 90.37(6) 2_666 2_666
N1 Cu1 O2 91.33(6) 2_666 2_666
N1 Cu1 O2 88.67(6) 2_666 .
N1 Cu1 O2 88.67(6) . 2_666
N1 Cu1 O2 91.33(6) . .
N1 Cu1 N1 180.0 2_666 .
C4 O2 Cu1 123.56(15) . .
C2 O1 Cu1 126.93(15) . .
C10 N1 Cu1 120.91(14) . .
C6 N1 Cu1 122.17(13) . .
C6 N1 C10 116.75(18) . .
N2 O3 H3 101(3) . .
C11 N2 O3 112.26(18) . .
C9 C8 C11 121.08(18) . .
C7 C8 C11 122.77(19) . .
C7 C8 C9 116.13(19) . .
N2 C11 C8 114.25(19) . .
N2 C11 C12 124.5(2) . .
C8 C11 C12 121.27(19) . .
C8 C9 H9 119.8 . .
C10 C9 C8 120.49(19) . .
C10 C9 H9 119.8 . .
N1 C10 C9 123.05(19) . .
N1 C10 H10 118.5 . .
C9 C10 H10 118.5 . .
N1 C6 H6 118.1 . .
N1 C6 C7 123.76(19) . .
C7 C6 H6 118.1 . .
C8 C7 H7 120.1 . .
C6 C7 C8 119.73(19) . .
C6 C7 H7 120.1 . .
O2 C4 C3 124.1(2) . .
O2 C4 C5 118.2(2) . .
C3 C4 C5 117.7(2) . .
O1 C2 C3 130.8(2) . .
O1 C2 C1 111.8(2) . .
C3 C2 C1 117.4(2) . .
C4 C3 H3A 116.6 . .
C2 C3 C4 126.8(2) . .
C2 C3 H3A 116.6 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
F3A C1 C2 110.7(3) . .
F1A C1 C2 114.3(4) . .
F1A C1 F3A 101.4(5) . .
F1A C1 F2A 112.0(5) . .
F2A C1 C2 115.2(3) . .
F2A C1 F3A 101.6(4) . .
F1B C1 C2 113.4(5) . .
F1B C1 F2B 96.6(5) . .
F2B C1 C2 111.6(4) . .
F3B C1 C2 115.1(5) . .
F3B C1 F1B 114.4(9) . .
F3B C1 F2B 103.8(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 2.2935(15) 2_666
Cu1 O2 2.2935(15) .
Cu1 O1 1.9681(14) .
Cu1 O1 1.9681(14) 2_666
Cu1 N1 2.0531(17) 2_666
Cu1 N1 2.0531(17) .
O2 C4 1.239(3) .
O1 C2 1.264(3) .
N1 C10 1.350(2) .
N1 C6 1.332(3) .
O3 N2 1.389(2) .
O3 H3 0.803(10) .
N2 C11 1.288(3) .
C8 C11 1.484(3) .
C8 C9 1.397(3) .
C8 C7 1.395(3) .
C11 C12 1.493(3) .
C9 H9 0.9300 .
C9 C10 1.368(3) .
C10 H10 0.9300 .
C6 H6 0.9300 .
C6 C7 1.380(3) .
C7 H7 0.9300 .
C4 C3 1.419(4) .
C4 C5 1.507(3) .
C2 C3 1.363(4) .
C2 C1 1.520(3) .
F3A C1 1.328(4) .
C3 H3A 0.9300 .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
F1A C1 1.276(4) .
C1 F2A 1.303(4) .
C1 F1B 1.298(5) .
C1 F2B 1.321(4) .
C1 F3B 1.279(4) .
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
O3 H3 O2 0.803(10) 1.949(10) 2.751(2) 177(4) 1_566 yes