# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#\#CIF_1.1
 
#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2014-04-03 at 23:16:31
#  Using CIFtbx version 3.0.4  1 Sep 2006
 
#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4.3
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : ch157a_298k_c ch157a_298k
 
#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#
 
data_global


 
#------------------ AUDIT DETAILS -------------------------------------------#
 
_audit_creation_date            2014-04-03
_audit_creation_method          'WinGX routine CIF_UPDATE'
_audit_conform_dict_name        cif_core.dic
_audit_conform_dict_version     2.4
_audit_conform_dict_location    ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record            
;
?

2014-04-03 # Formatted by publCIF
;

 
#==============================================================================
#
# SUBMISSION DETAILS
# Name and address of author for correspondence
 
_publ_contact_author_name       'Lanza, Arianna'
_publ_contact_author_address
;
Departement für Chemie und Biochemie
Universität Bern
Freiestrasse 3
3012 Bern
Switzerland
;
_publ_contact_author_email       'arianna.lanza@dcb.unibe.ch'
_publ_contact_author_fax         ' '
_publ_contact_author_phone       '+41 031 631 47 91'
 
 
_publ_contact_letter
;
  
This CIF is submitted as part of a journal submission
to Angewandte Chemie
;
 
 
#==============================================================================
#
# TITLE AND AUTHOR LIST
 
_publ_section_title
;
New Magnetic Frameworks of [(CuF2(H2O)2)x(pyz)]
;

_publ_section_title_footnote
.
 
 
loop_
_publ_author_name
_publ_author_address
_publ_author_footnote
_publ_author_email
'Lanza, Arianna'
;
Departement für Chemie und Biochemie
Universität Bern
Freiestrasse 3, 3012 Bern
Switzerland
;
.
;
arianna.lanza@dcb.unibe.ch
;
'Fiolka, Christoph'
;
Departement für Chemie und Biochemie
Universität Bern
Freiestrasse 3, 3012 Bern
Switzerland
;
.
;
christoph.fiolka@dcb.unibe.ch
;
'Fisch, Martin'
;
Departement für Chemie und Biochemie
Universität Bern
Freiestrasse 3, 3012 Bern
Switzerland
;
.
;
martin.fisch@dcb.unibe.ch
;
'Casati, Nicola'
;
Paul Scherrer Institute
CH-5232 Villigen,
Switzerland
;
.
;
nicola.casati@psi.ch
;
'Skoulatos, Markos'
;
Paul Scherrer Institute
CH-5232 Villigen,
Switzerland
;
.
;
markos.skoulatos@psi.ch
;
'Rüegg, Christian'
;
Paul Scherrer Institute
CH-5232 Villigen,
Switzerland
;
.
;
christian.rueegg@psi.ch
;
'Krämer, Karl W.'
;
Departement für Chemie und Biochemie
Universität Bern
Freiestrasse 3, 3012 Bern
Switzerland
;
.
;
karl.kraemer@dcb.unibe.ch
;
'Macchi, Piero'
;
Departement für Chemie und Biochemie
Universität Bern
Freiestrasse 3, 3012 Bern
Switzerland
;
.
;
piero.macchi@dcb.unibe.ch
;




 
#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_1epsilon

_audit_creation_date                    2014-04-17T14:16:31-00:00
_audit_creation_method            'WinGX routine CIF_UPDATE'
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic
;
 ?
;
_chemical_name_common             'ε-[CuF2(H2O)2(pyz)]'
_chemical_melting_point           ?
_chemical_formula_moiety          'C4 Cu D8 F2 N2 O2'
_chemical_formula_sum
 'C4 Cu D8 F2 N2 O2' 
_chemical_formula_weight          225.71

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system       triclinic
_space_group_name_H-M_alt         'A -1'
_space_group_name_Hall            '-a 1'
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'
 
_cell_length_a                    6.813(4)
_cell_length_b                    7.1823(11)
_cell_length_c                    7.4463(12)
_cell_angle_alpha                 84.344(15)
_cell_angle_beta                  116.72(4)
_cell_angle_gamma                 78.85(3)
_cell_volume                      312.1(2)
_cell_formula_units_Z             2
_cell_measurement_temperature   297.5(4) 
_cell_measurement_reflns_used   540
_cell_measurement_theta_min     3.8090
_cell_measurement_theta_max     25.8970

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description        plate 
_exptl_crystal_colour             blue 
_exptl_crystal_size_max           0.150 
_exptl_crystal_size_mid           0.080 
_exptl_crystal_size_min           0.050          
_exptl_crystal_density_diffrn     2.402          
_exptl_crystal_F_000              218

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu     3.485
_exptl_absorpt_correction_type            'multi-scan'

_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min                   0.48475
_exptl_absorpt_correction_T_max                   1.00000

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature 297.5(4) 
_diffrn_ambient_pressure	  3300000
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source 'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator 'mirror'
_diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos'
_diffrn_detector_area_resol_mean 16.0965
_diffrn_measurement_method 'ω and π scans' 
_diffrn_reflns_number             831
_diffrn_reflns_av_unetI/netI      0.0465
_diffrn_reflns_av_R_equivalents   0.0675
_diffrn_reflns_limit_h_min        -5
_diffrn_reflns_limit_h_max        5
_diffrn_reflns_limit_k_min        -8
_diffrn_reflns_limit_k_max        8
_diffrn_reflns_limit_l_min        -9
_diffrn_reflns_limit_l_max        9
_diffrn_reflns_theta_min          3.828
_diffrn_reflns_theta_max          27.357
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.257
_diffrn_measured_fraction_theta_full  0.285
_diffrn_reflns_Laue_measured_fraction_max    0.257
_diffrn_reflns_Laue_measured_fraction_full   0.285
_diffrn_reflns_point_group_measured_fraction_max   0.257
_diffrn_reflns_point_group_measured_fraction_full  0.285
_reflns_number_total              182
_reflns_number_gt                 171
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;

_computing_structure_solution     'SHELXS-2012 (Sheldrick, 2012)'
_computing_structure_refinement   'SHELXL-2012 (Sheldrick, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION			                     #
#----------------------------------------------------------------------------#


_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details
;
All atoms are treated isotropically.
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1114P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          182
_refine_ls_number_parameters      28
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0568
_refine_ls_R_factor_gt            0.0556
_refine_ls_wR_factor_ref          0.1440
_refine_ls_wR_factor_gt           0.1429
_refine_ls_goodness_of_fit_ref    1.100
_refine_ls_restrained_S_all       1.096
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
_refine_diff_density_max    0.769
_refine_diff_density_min   -0.900
_refine_diff_density_rms    0.130

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
 
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'
D D 0 0 '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 0.006 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
 
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 0.0000 0.0000 0.0000 0.0157(8) Uiso 1 2 d S . P . .
F1 F 0.021(3) -0.2633(9) -0.0144(12) 0.0189(14) Uiso 1 1 d . . . . .
O1 O -0.198(4) 0.0613(13) -0.3628(17) 0.021(2) Uiso 1 1 d D . . . .
N1 N 0.302(4) -0.0204(12) 0.0093(19) 0.0134(19) Uiso 1 1 d . . . . .
C1 C 0.470(6) 0.0380(18) 0.157(2) 0.019(3) Uiso 1 1 d . . . . .
D1 D 0.4553 0.0641 0.2714 0.022 Uiso 1 1 calc R U . . .
C2 C 0.338(5) -0.0605(16) -0.147(2) 0.018(2) Uiso 1 1 d . . . . .
D2 D 0.2314 -0.1048 -0.2512 0.022 Uiso 1 1 calc R U . . .
D1A D -0.19(4) -0.021(18) -0.39(2) 0.022 Uiso 1 1 d . U . . .
D1B D -0.134(19) 0.106(18) -0.366(18) 0.022 Uiso 1 1 d D U . . .

#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------# 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Cu1 F1 1.886(5) . ?
Cu1 F1 1.886(5) 3 ?
Cu1 N1 2.00(2) . ?
Cu1 N1 2.00(2) 3 ?
Cu1 O1 2.360(12) 3 ?
Cu1 O1 2.360(12) . ?
N1 C2 1.340(14) . ?
N1 C1 1.36(3) . ?
C1 C2 1.38(4) 3_655 ?
C2 C1 1.38(4) 3_655 ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
F1 Cu1 F1 180.0 . 3 ?
F1 Cu1 N1 91.6(5) . . ?
F1 Cu1 N1 88.4(5) 3 . ?
F1 Cu1 N1 88.4(5) . 3 ?
F1 Cu1 N1 91.6(5) 3 3 ?
N1 Cu1 N1 180.0 . 3 ?
F1 Cu1 O1 94.8(3) . 3 ?
F1 Cu1 O1 85.2(3) 3 3 ?
N1 Cu1 O1 87.2(7) . 3 ?
N1 Cu1 O1 92.8(7) 3 3 ?
F1 Cu1 O1 85.2(3) . . ?
F1 Cu1 O1 94.8(3) 3 . ?
N1 Cu1 O1 92.8(7) . . ?
N1 Cu1 O1 87.2(7) 3 . ?
O1 Cu1 O1 180.0(3) 3 . ?
C2 N1 C1 115(2) . . ?
C2 N1 Cu1 122.3(19) . . ?
C1 N1 Cu1 121.9(11) . . ?
C2 C1 N1 123.1(11) 3_655 . ?
N1 C2 C1 122(2) . 3_655 ?
 
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 
C1 D1 O1  0.93 2.43 3.02(2) 121.3 3
C2 D2 F1  0.93 2.27 3.20(3) 175.0 4_544
C2 D2 O1  0.93 2.63 3.15(4) 115.3 .
O1 D1A F1  0.64(9) 2.14(16) 2.692(15) 148(24) 4_544
O1 D1B F1  0.60(2) 2.11(6) 2.655(18) 154(14) 2_554

_vrf_ATOM007_1epsilon
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: All atoms were refined isotropically.
;
_vrf_SYMMG01_1epsilon
;
PROBLEM: Unrecognised _symmetry_space_group_name_H-M
RESPONSE: Non-standard setting A -1
;
_vrf_SYMMG02_1epsilon
;
PROBLEM: Supplied _symmetry_space_group_name_H-M not recognised
RESPONSE: Non-standard setting A -1
;
_vrf_PLAT029_1epsilon
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.285 Note
RESPONSE: High-pressure diffraction data collected with a 
Diamond-Anvil Cell
;


data_1epsilonstandardsetting

_audit_creation_date                    2014-04-17T14:16:31-00:00
_audit_creation_method            'WinGX routine CIF_UPDATE'
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic
;
 ?
;
_chemical_name_common             'ε-[CuF2(H2O)2(pyz)]'
_chemical_melting_point           ?
_chemical_formula_moiety          'C4 Cu D8 F2 N2 O2'
_chemical_formula_sum
 'C4 Cu D8 F2 N2 O2' 
_chemical_formula_weight          225.71

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

  
 
_cell_length_a                    4.9115(9)
_cell_length_b                    5.4216(9)
_cell_length_c                    6.187(4)
_cell_angle_alpha                 99.80(3)
_cell_angle_beta                  105.24(4)
_cell_angle_gamma                 92.078(13)
_cell_volume                      156.05(12)
_cell_formula_units_Z             1
_cell_measurement_temperature   297.5(4) 
_cell_measurement_reflns_used   540
_cell_measurement_theta_min     3.8090
_cell_measurement_theta_max     25.8970

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description        plate 
_exptl_crystal_colour             blue 
_exptl_crystal_size_max           0.150 
_exptl_crystal_size_mid           0.080 
_exptl_crystal_size_min           0.050          
_exptl_crystal_density_diffrn     2.402          
_exptl_crystal_F_000              218

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu     3.485
_exptl_absorpt_correction_type            'multi-scan'

_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min                   0.48475
_exptl_absorpt_correction_T_max                   1.00000

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature 297.5(4) 
_diffrn_ambient_pressure	  3300000
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source 'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator 'mirror'
_diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos'
_diffrn_detector_area_resol_mean 16.0965
_diffrn_measurement_method 'ω and π scans' 
_diffrn_reflns_number             783
_diffrn_reflns_av_unetI/netI      0.0379
_diffrn_reflns_av_R_equivalents   0.0608
_diffrn_reflns_limit_h_min        -6
_diffrn_reflns_limit_h_max        6
_diffrn_reflns_limit_k_min        -5
_diffrn_reflns_limit_k_max        5
_diffrn_reflns_limit_l_min        -4
_diffrn_reflns_limit_l_max        4
_diffrn_reflns_theta_min          3.828
_diffrn_reflns_theta_max          27.357
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.257
_diffrn_measured_fraction_theta_full  0.285
_diffrn_reflns_Laue_measured_fraction_max    0.257
_diffrn_reflns_Laue_measured_fraction_full   0.285
_diffrn_reflns_point_group_measured_fraction_max   0.257
_diffrn_reflns_point_group_measured_fraction_full  0.285
_reflns_number_total              182
_reflns_number_gt                 171
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;

_computing_structure_solution     'SHELXS-2012 (Sheldrick, 2012)'
_computing_structure_refinement   'SHELXL-2012 (Sheldrick, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION			                     #
#----------------------------------------------------------------------------#


_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details
;
All atoms are treated isotropically.
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1114P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          182
_refine_ls_number_parameters      28
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0567
_refine_ls_R_factor_gt            0.0556
_refine_ls_wR_factor_ref          0.1441
_refine_ls_wR_factor_gt           0.1429
_refine_ls_goodness_of_fit_ref    1.100
_refine_ls_restrained_S_all       1.097
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
_refine_diff_density_max    0.757
_refine_diff_density_min   -0.894
_refine_diff_density_rms    0.133

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
 
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'
D D 0 0 '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 0.006 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
 
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 0.5000 0.0000 0.0000 0.0157(8) Uiso 1 2 d S . P . .
F1 F 0.2724(15) -0.2777(11) 0.021(3) 0.0188(14) Uiso 1 1 d . . . . .
O1 O 0.726(2) -0.3013(16) -0.197(4) 0.021(2) Uiso 1 1 d D . . . .
N1 N 0.772(2) -0.0111(18) 0.302(4) 0.0135(19) Uiso 1 1 d . . . . .
C1 C 0.851(3) 0.195(2) 0.470(6) 0.019(3) Uiso 1 1 d . . . . .
D1 D 0.7483 0.3355 0.4557 0.022 Uiso 1 1 calc R U . . .
C2 C 0.924(3) -0.207(2) 0.338(5) 0.018(2) Uiso 1 1 d . . . . .
D2 D 0.8775 -0.3560 0.2312 0.022 Uiso 1 1 calc R U . . .
D1A D 0.68(3) -0.410(17) -0.19(5) 0.022 Uiso 1 1 d . U . . .
D1B D 0.843(11) -0.26(2) -0.14(2) 0.022 Uiso 1 1 d D U . . .
 


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------# 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Cu1 F1 1.886(5) 2_655 ?
Cu1 F1 1.886(5) . ?
Cu1 N1 2.00(2) . ?
Cu1 N1 2.00(2) 2_655 ?
Cu1 O1 2.359(11) 2_655 ?
Cu1 O1 2.359(11) . ?
N1 C2 1.339(14) . ?
N1 C1 1.36(3) . ?
C1 C2 1.38(4) 2_756 ?
C2 C1 1.38(4) 2_756 ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
F1 Cu1 F1 180.0 2_655 . ?
F1 Cu1 N1 88.4(5) 2_655 . ?
F1 Cu1 N1 91.6(5) . . ?
F1 Cu1 N1 91.6(5) 2_655 2_655 ?
F1 Cu1 N1 88.4(5) . 2_655 ?
N1 Cu1 N1 180.0 . 2_655 ?
F1 Cu1 O1 85.1(3) 2_655 2_655 ?
F1 Cu1 O1 94.9(3) . 2_655 ?
N1 Cu1 O1 87.3(7) . 2_655 ?
N1 Cu1 O1 92.7(7) 2_655 2_655 ?
F1 Cu1 O1 94.9(3) 2_655 . ?
F1 Cu1 O1 85.1(3) . . ?
N1 Cu1 O1 92.7(7) . . ?
N1 Cu1 O1 87.3(7) 2_655 . ?
O1 Cu1 O1 180.0(10) 2_655 . ?
C2 N1 C1 115(2) . . ?
C2 N1 Cu1 122.3(19) . . ?
C1 N1 Cu1 121.9(11) . . ?
N1 C1 C2 123.1(11) . 2_756 ?
N1 C2 C1 122(2) . 2_756 ?
 
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 
C1 D1 O1  0.93 2.44 3.02(3) 121.2 2_655
C2 D2 F1  0.93 2.27 3.20(3) 175.1 2_645
C2 D2 O1  0.93 2.63 3.14(4) 115.3 .
O1 D1A F1  0.65(9) 2.12(16) 2.691(15) 148(24) 2_645
O1 D1B F1  0.60(2) 2.09(5) 2.655(18) 157(14) 1_655

_vrf_ATOM007_1epsilonstandardsetting
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: All atoms were refined isotropically.
;

_vrf_PLAT029_1epsilonstandardsetting
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.285 Note
RESPONSE: High-pressure diffraction data collected with a 
Diamond-Anvil Cell
;

##############################################################################


data_2
 
_audit_creation_date                    2014-04-03T23:16:31-00:00
_audit_creation_method                  'WinGX routine CIF_UPDATE'
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
 
_chemical_name_systematic
?
_chemical_formula_sum                   'C2 Cu D6 F2 N O2'
_chemical_formula_weight                183.65
 
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
 
_space_group_crystal_system             monoclinic
_space_group_name_H-M_alt               'I 1 2/c 1'
_space_group_name_Hall                  -i_2yc
_space_group_IT_number                  15
loop_
    _space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z'
 
_cell_length_a                          21.0200(3)
_cell_length_b                          7.55300(10)
_cell_length_c                          6.88100(10)
_cell_angle_alpha                       90
_cell_angle_beta                        98.456(2)
_cell_angle_gamma                       90
_cell_volume                            1080.58(3)
_cell_formula_units_Z                   8
_cell_measurement_temperature           298(2)
_cell_measurement_reflns_used           3358
_cell_measurement_theta_min             2.853
_cell_measurement_theta_max             31.274
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description        block 
_exptl_crystal_colour             blue 
_exptl_crystal_size_max                 1
_exptl_crystal_size_mid                 0.225
_exptl_crystal_size_min                 0.165
_exptl_crystal_density_diffrn           2.258
_exptl_crystal_F_000                    704
_exptl_special_details
?
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           3.994
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min         0.2246
_exptl_absorpt_correction_T_max         1
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_ambient_temperature             298(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_monochromator         mirror
_diffrn_detector_area_resol_mean        16.0965
_diffrn_measurement_device_type
                                       'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method              'ω scans'
_diffrn_reflns_av_R_equivalents         0.018
_diffrn_reflns_av_unetI/netI            0.026
_diffrn_reflns_number                   6919
_diffrn_reflns_limit_h_min              -30
_diffrn_reflns_limit_h_max              30
_diffrn_reflns_limit_k_min              -11
_diffrn_reflns_limit_k_max              10
_diffrn_reflns_limit_l_min              -9
_diffrn_reflns_limit_l_max              10
_diffrn_reflns_theta_min                1.959
_diffrn_reflns_theta_max                31.738
_diffrn_reflns_theta_full               25.242
_diffrn_measured_fraction_theta_full
                                        0.999
_diffrn_measured_fraction_theta_max
                                        0.953
_diffrn_reflns_Laue_measured_fraction_full
                                        0.999
_diffrn_reflns_Laue_measured_fraction_max
                                        0.953
_diffrn_reflns_point_group_measured_fraction_full
                                        0.999
_diffrn_reflns_point_group_measured_fraction_max
                                        0.953
_reflns_number_total                    1747
_reflns_number_gt                       1307
_reflns_threshold_expression            'I > 2σ(I)'
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement         'SHELXL-2012 (Sheldrick, 2012)'
 
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#
 
_atom_sites_solution_hydrogens          mixed
 
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
 
_refine_special_details
?
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0302P)²+0.2890P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment           mixed
_refine_ls_extinction_method            SHELXL
_refine_ls_extinction_expression
                                    Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef              0.0119(5)
_refine_ls_number_reflns                1747
_refine_ls_number_parameters            90
_refine_ls_number_restraints      4
_refine_ls_R_factor_all           0.0265
_refine_ls_R_factor_gt            0.0191
_refine_ls_wR_factor_ref          0.0654
_refine_ls_wR_factor_gt           0.0583
_refine_ls_goodness_of_fit_ref    1.100
_refine_ls_restrained_S_all       1.105
_refine_ls_shift/su_max           0.004
_refine_ls_shift/su_mean          0.000
_refine_diff_density_max    0.354
_refine_diff_density_min   -0.450
_refine_diff_density_rms    0.075
 
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
 
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'
D D 0 0 '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 0.006 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
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 0.07873(2) 0.24919(2) 0.86414(3) 0.01700(9) Uani 1 1 d . . . . .
F1 F 0.07970(4) -0.00143(14) 0.87043(12) 0.0288(2) Uani 1 1 d . . . . .
F2 F 0.07490(4) 0.50030(13) 0.86656(12) 0.0249(2) Uani 1 1 d . . . . .
N1 N 0.18616(8) 0.25478(14) 0.7834(3) 0.0298(3) Uani 1 1 d . . . . .
O1 O 0.03758(6) 0.24668(11) 0.58403(19) 0.0193(2) Uani 1 1 d D . . . .
D1A D 0.0498(10) 0.167(2) 0.533(3) 0.031(6) Uiso 1 1 d D . . . .
D1B D 0.0475(10) 0.331(2) 0.531(3) 0.036(6) Uiso 1 1 d D . . . .
O2 O 0.11222(7) 0.25115(12) 1.14642(19) 0.0237(3) Uani 1 1 d D . . . .
D2A D 0.0996(10) 0.334(2) 1.197(3) 0.032(6) Uiso 1 1 d D . . . .
D2B D 0.1017(10) 0.164(2) 1.197(3) 0.036(6) Uiso 1 1 d D . . . .
C1 C 0.20678(7) 0.3506(2) 0.6440(3) 0.0380(4) Uani 1 1 d . . . . .
D1 D 0.1778 0.4232 0.5659 0.046 Uiso 1 1 calc R U . . .
C2 C 0.23009(8) 0.1538(2) 0.8891(3) 0.0415(4) Uani 1 1 d . . . . .
D2 D 0.2179 0.0838 0.9885 0.050 Uiso 1 1 calc R U . . .


 
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 0.02331(13) 0.01167(12) 0.01668(13) -0.00014(5) 0.00507(8) -0.00018(5)
O1 0.0254(6) 0.0156(5) 0.0183(5) 0.0000(3) 0.0073(4) 0.0006(3)
F1 0.0505(6) 0.0131(4) 0.0252(5) 0.0000(3) 0.0134(4) 0.0008(3)
F2 0.0385(5) 0.0128(4) 0.0243(5) -0.0008(3) 0.0073(4) -0.0010(3)
N1 0.0210(6) 0.0368(9) 0.0328(8) 0.0062(5) 0.0080(6) 0.0050(4)
O2 0.0353(7) 0.0180(6) 0.0186(6) 0.0005(3) 0.0070(5) -0.0003(4)
C1 0.0265(7) 0.0491(10) 0.0395(9) 0.0146(8) 0.0079(6) 0.0117(7)
C2 0.0302(8) 0.0530(11) 0.0439(10) 0.0232(8) 0.0145(7) 0.0102(7)
 
 
#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Cu1 F1 1.8935(10) . ?
Cu1 F2 1.8985(10) . ?
Cu1 O2 1.9664(13) . ?
Cu1 O1 1.9932(13) . ?
Cu1 N1 2.4040(16) . ?
Cu1 O1 2.5221(13) 2_556 ?
N1 C1 1.324(2) . ?
N1 C2 1.329(2) . ?
C1 C2 1.379(2) 7_556 ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
F1 Cu1 F2 177.26(4) . . ?
F1 Cu1 O2 89.07(4) . . ?
F2 Cu1 O2 89.62(4) . . ?
F1 Cu1 O1 90.82(4) . . ?
F2 Cu1 O1 90.29(4) . . ?
O2 Cu1 O1 175.32(5) . . ?
F1 Cu1 N1 90.89(4) . . ?
F2 Cu1 N1 91.54(4) . . ?
O2 Cu1 N1 90.92(6) . . ?
O1 Cu1 N1 93.75(6) . . ?
F1 Cu1 O1 89.81(3) . 2_556 ?
F2 Cu1 O1 87.88(3) . 2_556 ?
O2 Cu1 O1 94.25(5) . 2_556 ?
O1 Cu1 O1 81.07(5) . 2_556 ?
N1 Cu1 O1 174.79(5) . 2_556 ?
C1 N1 C2 115.79(15) . . ?
C1 N1 Cu1 126.56(11) . . ?
C2 N1 Cu1 117.65(11) . . ?
N1 C1 C2 122.11(15) . 7_556 ?
N1 C2 C1 122.10(15) . 7_556 ?
 
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 
C1 D1 F2  0.93 2.45 3.3228(18) 155.7 6_565
O2 D2A F2  0.780(15) 1.839(15) 2.6046(14) 167(2) 6_566
O2 D2B F1  0.790(15) 1.819(16) 2.5905(14) 165(2) 6_556
O1 D1A F1  0.760(14) 1.849(15) 2.5996(14) 170(2) 6
O1 D1B F2  0.777(15) 1.851(15) 2.6177(14) 169(2) 6_565

data_2standardsetting
 
_audit_creation_date                    2014-04-03T23:16:31-00:00
_audit_creation_method                  'WinGX routine CIF_UPDATE'
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
 
_chemical_name_systematic
?
_chemical_formula_sum                   'C2 Cu D6 F2 N O2'
_chemical_formula_weight                183.65
 
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
 
_space_group_crystal_system       monoclinic
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
_space_group_IT_number                  15
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'
 
_cell_length_a                          21.1341(4)
_cell_length_b                          7.55300(10)
_cell_length_c                          6.88100(10)
_cell_angle_alpha                       90
_cell_angle_beta                        100.331(2)
_cell_angle_gamma                       90
_cell_volume                            1080.58(3)
_cell_formula_units_Z                   8
_cell_measurement_temperature           298(2)
_cell_measurement_reflns_used           3358
_cell_measurement_theta_min             2.853
_cell_measurement_theta_max             31.274
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description        block 
_exptl_crystal_colour             blue  
_exptl_crystal_size_max                 1
_exptl_crystal_size_mid                 0.225
_exptl_crystal_size_min                 0.165
_exptl_crystal_density_diffrn           2.258
_exptl_crystal_F_000                    704
_exptl_special_details
?
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           3.994
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min         0.2246
_exptl_absorpt_correction_T_max         1
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_ambient_temperature             298(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_monochromator         mirror
_diffrn_detector_area_resol_mean        16.0965
_diffrn_measurement_device_type
                                       'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method              'ω scans'
_diffrn_reflns_av_R_equivalents         0.018
_diffrn_reflns_av_unetI/netI            0.026
_diffrn_reflns_number                   6919
_diffrn_reflns_limit_h_min              -30
_diffrn_reflns_limit_h_max              30
_diffrn_reflns_limit_k_min              -11
_diffrn_reflns_limit_k_max              10
_diffrn_reflns_limit_l_min              -9
_diffrn_reflns_limit_l_max              10
_diffrn_reflns_theta_min                1.959
_diffrn_reflns_theta_max                31.738
_diffrn_reflns_theta_full               25.242
_diffrn_measured_fraction_theta_max   0.954
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.954
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.954
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total                    1747
_reflns_number_gt                       1307
_reflns_threshold_expression            'I > 2σ(I)'
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement         'SHELXL-2012 (Sheldrick, 2012)'
 
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#
 
_atom_sites_solution_hydrogens          mixed
 
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
 
_refine_special_details
?
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0302P)²+0.2890P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment           mixed
_refine_ls_extinction_method            SHELXL
_refine_ls_extinction_expression
                                    Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef              0.0119(5)
_refine_ls_number_reflns                1747
_refine_ls_number_parameters            90
_refine_ls_number_restraints      4
_refine_ls_R_factor_all           0.0265
_refine_ls_R_factor_gt            0.0191
_refine_ls_wR_factor_ref          0.0654
_refine_ls_wR_factor_gt           0.0583
_refine_ls_goodness_of_fit_ref    1.100
_refine_ls_restrained_S_all       1.105
_refine_ls_shift/su_max           0.004
_refine_ls_shift/su_mean          0.000
_refine_diff_density_max    0.356
_refine_diff_density_min   -0.417
_refine_diff_density_rms    0.076
 
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
 
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'
D D 0 0 '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 0.006 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
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 0.07873(2) 0.24919(2) 0.71459(3) 0.01700(9) Uani 1 1 d . . . . .
F1 F 0.07970(4) -0.00143(14) 0.70927(12) 0.0288(2) Uani 1 1 d . . . . .
F2 F 0.07490(4) 0.50030(13) 0.70834(12) 0.0249(2) Uani 1 1 d . . . . .
N1 N 0.18616(8) 0.25478(14) 0.9028(3) 0.0298(3) Uani 1 1 d . . . . .
O1 O 0.03758(6) 0.24668(11) 0.95355(19) 0.0193(2) Uani 1 1 d D . . . .
D1A D 0.0498(10) 0.167(2) 1.017(3) 0.031(6) Uiso 1 1 d D . . . .
D1B D 0.0475(10) 0.331(2) 1.017(3) 0.036(6) Uiso 1 1 d D . . . .
O2 O 0.11222(7) 0.25115(12) 0.4658(2) 0.0237(3) Uani 1 1 d D . . . .
D2A D 0.0996(10) 0.334(2) 0.403(3) 0.032(6) Uiso 1 1 d D . . . .
D2B D 0.1017(10) 0.164(2) 0.405(3) 0.036(6) Uiso 1 1 d D . . . .
C1 C 0.20678(7) 0.3506(2) 1.0628(2) 0.0380(4) Uani 1 1 d . . . . .
D1 D 0.1778 0.4232 1.1119 0.046 Uiso 1 1 calc R U . . .
C2 C 0.23009(8) 0.1538(2) 0.8410(3) 0.0415(4) Uani 1 1 d . . . . .
D2 D 0.2179 0.0838 0.7294 0.050 Uiso 1 1 calc R U . . .
 
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 0.02331(13) 0.01167(12) 0.01569(12) 0.00008(5) 0.00255(8) -0.00018(5)
F1 0.0505(6) 0.0131(4) 0.0216(5) 0.0003(3) 0.0031(4) 0.0008(3)
F2 0.0385(5) 0.0128(4) 0.0234(5) 0.0004(3) 0.0053(4) -0.0010(3)
N1 0.0210(6) 0.0368(9) 0.0295(8) -0.0045(5) -0.0012(6) 0.0050(4)
O1 0.0254(6) 0.0156(5) 0.0161(5) 0.0002(3) 0.0010(4) 0.0006(3)
O2 0.0353(7) 0.0180(6) 0.0176(6) -0.0006(4) 0.0045(5) -0.0003(4)
C1 0.0265(7) 0.0491(10) 0.0367(9) -0.0108(8) 0.0008(6) 0.0117(7)
C2 0.0302(8) 0.0530(11) 0.0373(9) -0.0197(8) -0.0046(7) 0.0102(7)
 
 
#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Cu1 F1 1.8935(10) . ?
Cu1 F2 1.8985(10) . ?
Cu1 O2 1.9664(13) . ?
Cu1 O1 1.9932(13) . ?
Cu1 N1 2.4040(16) . ?
Cu1 O1 21.6158(14) 2_655 ?
N1 C1 1.324(2) . ?
N1 C2 1.329(2) . ?
C1 C2 1.379(2) 7_557 ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
F1 Cu1 F2 177.26(4) . . ?
F1 Cu1 O2 89.07(4) . . ?
F2 Cu1 O2 89.62(4) . . ?
F1 Cu1 O1 90.82(4) . . ?
F2 Cu1 O1 90.29(4) . . ?
O2 Cu1 O1 175.32(5) . . ?
F1 Cu1 N1 90.89(4) . . ?
F2 Cu1 N1 91.54(4) . . ?
O2 Cu1 N1 90.92(6) . . ?
O1 Cu1 N1 93.75(6) . . ?
F1 Cu1 O1 88.79(3) . 2_655 ?
F2 Cu1 O1 91.64(3) . 2_655 ?
O2 Cu1 O1 37.47(4) . 2_655 ?
O1 Cu1 O1 147.20(3) . 2_655 ?
N1 Cu1 O1 53.47(4) . 2_655 ?
C1 N1 C2 115.79(15) . . ?
C1 N1 Cu1 126.56(11) . . ?
C2 N1 Cu1 117.65(11) . . ?
N1 C1 C2 122.11(15) . 7_557 ?
N1 C2 C1 122.10(15) . 7_557 ?
 
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 
O1 D1A F1  0.760(14) 1.849(15) 2.5996(14) 170(2) 6_556
O1 D1B F2  0.777(15) 1.851(15) 2.6177(14) 169(2) 6_566
O2 D2B F1  0.790(15) 1.819(16) 2.5905(14) 165(2) 6
O2 D2A F2  0.780(15) 1.839(15) 2.6046(14) 167(2) 6_565



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