# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shc_475_maan_1
_database_code_depnum_ccdc_archive 'CCDC 1508551'
_audit_update_record             
;
2016-11-18 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;
_audit_creation_date             2016-09-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'0.5(C108 H96 Cu2 N8 O4), 2(B0.5 F2), B0.5 F1.93, 0.5(F), 0.5(B F3), 2(H2 O)'
_chemical_formula_sum            'C54 H52 B2 Cu F7.97 N4 O4'
_chemical_formula_weight         1057.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H20 N4 B1 F4 O6 Cu1'
_chemical_oxdiff_usercomment     TM_6
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           97
_space_group_name_H-M_alt        'I 4 2 2'
_space_group_name_Hall           'I 4 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x, z'
'-x, -y, z'
'y, -x, z'
'x, -y, -z'
'-x, y, -z'
'y, x, -z'
'-y, -x, -z'
'x+1/2, y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'

_cell_length_a                   12.8199(9)
_cell_length_b                   12.8199(9)
_cell_length_c                   32.617(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5360.5(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1423
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.1770
_cell_measurement_theta_min      4.8730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.218
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2187
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            6049
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        58.904
_diffrn_reflns_theta_max         58.904
_diffrn_reflns_theta_min         3.705
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0851
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -72.00  -43.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  158.0000  -81.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega   26.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -120.0000 40

#__ type_ start__ end____ width___ exp.time_
  3 omega  -12.00   40.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega   -7.00   67.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  -30.0000 74

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00  114.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   19.0000  -90.0000 94

#__ type_ start__ end____ width___ exp.time_
  6 omega   93.00  120.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
  7 omega    4.00   95.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  8 omega   90.00  175.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000    0.0000 85

#__ type_ start__ end____ width___ exp.time_
  9 omega   36.00   63.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -28.0000  110.0000 27

#__ type_ start__ end____ width___ exp.time_
 10 omega   83.00  159.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   25.0000  -30.0000 76

#__ type_ start__ end____ width___ exp.time_
 11 omega   54.00   89.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  120.0000 35

#__ type_ start__ end____ width___ exp.time_
 12 omega   87.00  162.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000  -90.0000 75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1111608000
_diffrn_orient_matrix_UB_12      0.0422638000
_diffrn_orient_matrix_UB_13      -0.0069222000
_diffrn_orient_matrix_UB_21      -0.0219478000
_diffrn_orient_matrix_UB_22      0.0088534000
_diffrn_orient_matrix_UB_23      -0.0462936000
_diffrn_orient_matrix_UB_31      -0.0401612000
_diffrn_orient_matrix_UB_32      0.1120932000
_diffrn_orient_matrix_UB_33      0.0062372000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.664
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                1169
_reflns_number_total             1932
_reflns_odcompleteness_completeness 99.30
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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)'
_refine_diff_density_max         1.258
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.103
_refine_ls_abs_structure_details 
;
 Flack x determined using 313 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.42(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         1932
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1507
_refine_ls_R_factor_gt           0.1033
_refine_ls_restrained_S_all      3.153
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2671
_refine_ls_wR_factor_ref         0.3199
_refine_special_details          ?
_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 O(H,H) groups
2. Restrained distances
 B2-B2
 1.2 with sigma of 0.01
 B6-B5
 1 with sigma of 0.01
 F1-F2
 2.2 with sigma of 0.01
 F2-B1 = F1-B1
 1.4 with sigma of 0.01
 F6-B3 \\sim B4-F6
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uiso(F1) = Uiso(B1)
Uiso(F4) = Uiso(F3) = Uiso(B2) = Uiso(B4) = Uiso(F6) = Uiso(F5) = Uiso(B5) =
Uiso(F8) = Uiso(F7) = Uiso(B6) = Uiso(F9) = Uiso(B3)
4. Others
 Fixed Sof: H2A(0.5) H2B(0.5) H4A(0.5) H4B(0.5) H8A(0.5) H8B(0.5) H1WA(0.5)
 H1WB(0.5) B5(0.0625) B4(0.0625) F7(0.125) F3(0.28125) B3(0.0625) O12(0.5)
 H12A(0.5) H12B(0.5) F1(0.125) B1(0.125) F2(0.375) F8(0.375) F6(0.375)
 B6(0.0625) B2(0.125) F4(0.094) F9(0.125)
 Fixed Z: F7(0.28486)
5.a Riding coordinates:
 O1W(H1WA,H1WB), O12(H12A,H12B)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C8(H8A,H8B)
5.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 1.0000 0.2500 0.0955(15) Uani 1 4 d S T P . .
N1 N 0.4214(10) 0.9213(10) 0.2941(2) 0.082(3) Uani 1 1 d . . . . .
C2 C 0.1364(13) 0.5000 0.5000 0.063(4) Uani 1 2 d S T P . .
H2A H 0.1809 0.4569 0.4829 0.076 Uiso 0.5 1 calc R . . . .
H2B H 0.1809 0.5431 0.5171 0.076 Uiso 0.5 1 calc R . . . .
C4 C 0.0000 0.5000 0.4465(4) 0.065(3) Uani 1 2 d S T P . .
H4A H 0.0437 0.4571 0.4290 0.078 Uiso 0.5 1 calc R . . . .
H4B H -0.0437 0.5429 0.4290 0.078 Uiso 0.5 1 calc R . . . .
C5 C 0.0689(9) 0.5702(10) 0.4726(3) 0.061(2) Uani 1 1 d . . . . .
C6 C 0.3128(13) 0.8150(12) 0.3554(3) 0.075(3) Uani 1 1 d . . . . .
C7 C 0.1338(11) 0.6394(12) 0.4442(3) 0.064(2) Uani 1 1 d . . . . .
C8 C 0.0000 0.6389(13) 0.5000 0.065(4) Uani 1 2 d S T P . .
H8A H 0.0436 0.6833 0.5169 0.078 Uiso 0.5 1 calc R . . . .
H8B H -0.0436 0.6833 0.4831 0.078 Uiso 0.5 1 calc R . . . .
C9 C 0.4197(12) 0.8172(12) 0.3542(4) 0.086(4) Uani 1 1 d . . . . .
H9 H 0.4584 0.7826 0.3741 0.104 Uiso 1 1 calc R . . . .
C10 C 0.2424(10) 0.6373(13) 0.4433(4) 0.086(4) Uani 1 1 d . . . . .
H10 H 0.2777 0.5964 0.4623 0.103 Uiso 1 1 calc R . . . .
C11 C 0.2525(9) 0.7565(11) 0.3868(3) 0.072(3) Uani 1 1 d . . . . .
C12 C 0.4697(13) 0.8712(13) 0.3230(5) 0.099(5) Uani 1 1 d . . . . .
H12 H 0.5423 0.8716 0.3229 0.119 Uiso 1 1 calc R . . . .
C13 C 0.0898(12) 0.7070(15) 0.4179(6) 0.117(6) Uani 1 1 d . . . . .
H13 H 0.0180 0.7172 0.4192 0.140 Uiso 1 1 calc R . . . .
C14 C 0.3002(11) 0.6945(14) 0.4148(4) 0.096(4) Uani 1 1 d . . . . .
H14 H 0.3726 0.6900 0.4150 0.115 Uiso 1 1 calc R . . . .
C15 C 0.3176(13) 0.9210(14) 0.2949(5) 0.109(6) Uani 1 1 d . . . . .
H15 H 0.2813 0.9576 0.2748 0.131 Uiso 1 1 calc R . . . .
C16 C 0.1465(12) 0.7625(14) 0.3890(6) 0.112(6) Uani 1 1 d . . . . .
H16 H 0.1111 0.8051 0.3705 0.135 Uiso 1 1 calc R . . . .
C18 C 0.2624(12) 0.8681(15) 0.3245(5) 0.111(6) Uani 1 1 d . . . . .
H18 H 0.1899 0.8683 0.3237 0.133 Uiso 1 1 calc R . . . .
O1W O 0.3552(9) 1.1448(9) 0.2500 0.120(4) Uani 1 2 d S T P . .
H1WA H 0.2984 1.1184 0.2411 0.180 Uiso 0.5 1 d R . . . .
H1WB H 0.3740 1.1941 0.2346 0.180 Uiso 0.5 1 d R . . . .
B5 B 0.5000 0.5000 0.216(9) 0.264(13) Uiso 0.25 4 d DS T P A 2
B4 B 0.5000 0.5000 0.327(10) 0.264(13) Uiso 0.25 4 d DS T P . .
F7 F 0.5000 0.5000 0.2849 0.264(13) Uiso 0.5 4 d S T P . .
F3 F 0.555(3) 0.445(3) 0.5000 0.264(13) Uiso 0.5625 2 d S T P . .
B3 B 0.5000 0.5000 0.364(10) 0.264(13) Uiso 0.25 4 d DS T P . .
O12 O 0.393(3) 0.347(3) 0.2749(9) 0.161(11) Uiso 0.5 1 d . . . . .
H12A H 0.3380 0.3716 0.2859 0.242 Uiso 0.5 1 d R . . . .
H12B H 0.4098 0.3847 0.2544 0.242 Uiso 0.5 1 d R . . . .
F1 F 0.0000 1.0000 0.5715(12) 0.33(5) Uiso 0.5 4 d DS T P B 1
B1 B 0.0000 1.0000 0.5286(13) 0.33(5) Uiso 0.5 4 d DS T P B 1
F2 F 0.076(4) 0.924(4) 0.5190(10) 0.218(19) Uiso 0.375 1 d D . . B 1
F8 F 0.573(4) 0.487(9) 0.2118(15) 0.264(13) Uiso 0.375 1 d . . . . .
F6 F 0.465(6) 0.420(5) 0.3453(13) 0.264(13) Uiso 0.375 1 d D . . . .
B6 B 0.5000 0.5000 0.185(9) 0.264(13) Uiso 0.25 4 d DS T P A 3
B2 B 0.5000 0.5000 0.468(7) 0.264(13) Uiso 0.5 4 d DS T P . .
F5 F 0.5000 0.5000 0.399(4) 0.264(13) Uiso 0.43(7) 4 d S T P . .
F4 F 0.5000 0.5000 0.442(5) 0.264(13) Uiso 0.376 4 d S T P . .
F9 F 0.5000 0.5000 0.154(3) 0.264(13) Uiso 0.5 4 d S T P . .


_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 N1 2.026(8) 15_455 ?
Cu1 N1 2.026(8) . ?
Cu1 N1 2.026(8) 16_665 ?
Cu1 N1 2.026(8) 3_675 ?
Cu1 O1W 2.626(16) . ?
N1 C12 1.299(19) . ?
N1 C15 1.331(19) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C5 1.535(15) 5_566 ?
C2 C5 1.535(15) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.522(12) 3_565 ?
C4 C5 1.522(12) . ?
C5 C7 1.530(12) . ?
C5 C8 1.534(17) . ?
C6 C9 1.37(2) . ?
C6 C11 1.487(15) . ?
C6 C18 1.38(2) . ?
C7 C10 1.393(19) . ?
C7 C13 1.34(2) . ?
C8 C5 1.534(17) 6_556 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9 0.9300 . ?
C9 C12 1.387(19) . ?
C10 H10 0.9300 . ?
C10 C14 1.397(19) . ?
C11 C14 1.356(19) . ?
C11 C16 1.36(2) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C16 1.39(2) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C18 1.38(2) . ?
C16 H16 0.9300 . ?
C18 H18 0.9300 . ?
O1W H1WA 0.8542 . ?
O1W H1WB 0.8416 . ?
B5 F8 0.96(7) 4_565 ?
B5 F8 0.96(7) 3_665 ?
B5 F8 0.96(7) 2_655 ?
B5 F8 0.96(7) . ?
B4 B3 1.2(6) . ?
B4 F6 1.27(13) 2_655 ?
B4 F6 1.27(13) . ?
B4 F6 1.27(13) 4_565 ?
B4 F6 1.27(13) 3_665 ?
F7 F7 0.0000 3_665 ?
F7 F7 0.0000 4_565 ?
F7 F7 0.0000 2_655 ?
F3 F3 1.42(7) 4_565 ?
F3 F3 1.42(7) 2_655 ?
F3 B2 1.46(14) . ?
F3 B2 1.46(14) 5_566 ?
B3 F6 1.27(13) 3_665 ?
B3 F6 1.27(13) . ?
B3 F6 1.27(13) 2_655 ?
B3 F6 1.27(13) 4_565 ?
B3 F5 1.1(3) 3_665 ?
B3 F5 1.1(3) 4_565 ?
B3 F5 1.1(3) . ?
B3 F5 1.1(3) 2_655 ?
O12 H12A 0.8501 . ?
O12 H12B 0.8501 . ?
F1 B1 1.400(14) . ?
B1 F2 1.408(13) 3_575 ?
B1 F2 1.408(13) . ?
B1 F2 1.408(13) 4_465 ?
B1 F2 1.408(13) 2_665 ?
F8 F8 1.34(6) 2_655 ?
F8 F8 1.34(7) 4_565 ?
F8 B6 1.3(2) . ?
F6 F6 1.59(9) 2_655 ?
F6 F6 1.59(9) 4_565 ?
B6 F8 1.3(2) 4_565 ?
B6 F8 1.3(2) 2_655 ?
B6 F8 1.3(2) 3_665 ?
B6 F9 1.0(3) . ?
B2 F3 1.46(14) 2_655 ?
B2 F3 1.46(14) 3_665 ?
B2 F3 1.46(14) 4_565 ?
B2 F4 0.8(2) . ?
F5 F5 0.0(2) 3_665 ?
F5 F5 0.0(2) 2_655 ?
F5 F5 0.0(2) 4_565 ?

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
N1 Cu1 N1 180.0(11) 15_455 3_675 ?
N1 Cu1 N1 90.5(4) 15_455 . ?
N1 Cu1 N1 180.0(11) 16_665 . ?
N1 Cu1 N1 90.5(4) 3_675 16_665 ?
N1 Cu1 N1 89.5(4) 15_455 16_665 ?
N1 Cu1 N1 89.5(4) 3_675 . ?
N1 Cu1 O1W 90.0(5) 15_455 . ?
N1 Cu1 O1W 90.0(5) . . ?
N1 Cu1 O1W 90.0(5) 3_675 . ?
N1 Cu1 O1W 90.0(5) 16_665 . ?
C12 N1 Cu1 121.7(11) . . ?
C12 N1 C15 117.5(12) . . ?
C15 N1 Cu1 120.9(10) . . ?
H2A C2 H2B 108.0 . . ?
C5 C2 H2A 109.4 5_566 . ?
C5 C2 H2A 109.4 . . ?
C5 C2 H2B 109.4 . . ?
C5 C2 H2B 109.4 5_566 . ?
C5 C2 C5 111.4(12) 5_566 . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 3_565 . ?
C5 C4 H4B 109.2 3_565 . ?
C5 C4 H4B 109.2 . . ?
C5 C4 C5 111.9(10) . 3_565 ?
C2 C5 C7 112.7(11) . . ?
C4 C5 C2 107.8(9) . . ?
C4 C5 C7 108.6(8) . . ?
C4 C5 C8 109.4(8) . . ?
C8 C5 C2 108.8(6) . . ?
C8 C5 C7 109.5(12) . . ?
C9 C6 C11 123.3(14) . . ?
C9 C6 C18 116.0(11) . . ?
C18 C6 C11 120.7(14) . . ?
C10 C7 C5 123.1(13) . . ?
C13 C7 C5 122.1(13) . . ?
C13 C7 C10 114.8(11) . . ?
C5 C8 C5 109.9(13) 6_556 . ?
C5 C8 H8A 109.7 . . ?
C5 C8 H8A 109.7 6_556 . ?
C5 C8 H8B 109.7 . . ?
C5 C8 H8B 109.7 6_556 . ?
H8A C8 H8B 108.2 . . ?
C6 C9 H9 120.2 . . ?
C6 C9 C12 119.5(14) . . ?
C12 C9 H9 120.2 . . ?
C7 C10 H10 118.9 . . ?
C7 C10 C14 122.3(12) . . ?
C14 C10 H10 118.9 . . ?
C14 C11 C6 121.7(13) . . ?
C16 C11 C6 121.7(14) . . ?
C16 C11 C14 116.6(11) . . ?
N1 C12 C9 124.0(16) . . ?
N1 C12 H12 118.0 . . ?
C9 C12 H12 118.0 . . ?
C7 C13 H13 118.5 . . ?
C7 C13 C16 123.0(14) . . ?
C16 C13 H13 118.5 . . ?
C10 C14 H14 119.4 . . ?
C11 C14 C10 121.1(12) . . ?
C11 C14 H14 119.4 . . ?
N1 C15 H15 119.0 . . ?
N1 C15 C18 122.0(14) . . ?
C18 C15 H15 119.0 . . ?
C11 C16 C13 121.9(14) . . ?
C11 C16 H16 119.0 . . ?
C13 C16 H16 119.0 . . ?
C6 C18 H18 119.5 . . ?
C15 C18 C6 121.0(14) . . ?
C15 C18 H18 119.5 . . ?
Cu1 O1W H1WA 108.8 . . ?
Cu1 O1W H1WB 109.1 . . ?
H1WA O1W H1WB 109.9 . . ?
F8 B5 F8 165(10) 4_565 2_655 ?
F8 B5 F8 89(5) 4_565 . ?
F8 B5 F8 165(10) 3_665 . ?
F8 B5 F8 89(5) 2_655 . ?
F8 B5 F8 89(5) 3_665 2_655 ?
F8 B5 F8 89(5) 4_565 3_665 ?
B3 B4 F6 62(10) . 3_665 ?
B3 B4 F6 62(10) . . ?
B3 B4 F6 62(10) . 2_655 ?
B3 B4 F6 62(10) . 4_565 ?
F6 B4 F6 77(10) . 2_655 ?
F6 B4 F6 77(10) 3_665 2_655 ?
F6 B4 F6 77(10) 3_665 4_565 ?
F6 B4 F6 77(10) . 4_565 ?
F6 B4 F6 124(10) . 3_665 ?
F6 B4 F6 124(10) 2_655 4_565 ?
F7 F7 F7 0.0 3_665 4_565 ?
F7 F7 F7 0.0 4_565 2_655 ?
F7 F7 F7 0.0 3_665 2_655 ?
F3 F3 F3 90.002(18) 4_565 2_655 ?
F3 F3 B2 61(4) 4_565 5_566 ?
F3 F3 B2 61(4) 2_655 5_566 ?
F3 F3 B2 61(4) 4_565 . ?
F3 F3 B2 61(4) 2_655 . ?
B2 F3 B2 93(10) 5_566 . ?
B4 B3 F6 62(10) . 4_565 ?
B4 B3 F6 62(10) . 2_655 ?
B4 B3 F6 62(10) . . ?
B4 B3 F6 62(10) . 3_665 ?
F6 B3 F6 77(10) 2_655 . ?
F6 B3 F6 77(10) 4_565 3_665 ?
F6 B3 F6 124(10) 3_665 . ?
F6 B3 F6 124(10) 4_565 2_655 ?
F6 B3 F6 77(10) 3_665 2_655 ?
F6 B3 F6 77(10) 4_565 . ?
F5 B3 B4 180.00(8) 3_665 . ?
F5 B3 B4 180.00(8) 4_565 . ?
F5 B3 B4 180.00(8) 2_655 . ?
F5 B3 B4 180.00(8) . . ?
F5 B3 F6 118(10) 2_655 3_665 ?
F5 B3 F6 118(10) 2_655 2_655 ?
F5 B3 F6 118(10) . 2_655 ?
F5 B3 F6 118(10) . 4_565 ?
F5 B3 F6 118(10) 4_565 . ?
F5 B3 F6 118(10) 3_665 . ?
F5 B3 F6 118(10) . 3_665 ?
F5 B3 F6 118(10) 4_565 3_665 ?
F5 B3 F6 118(10) 3_665 4_565 ?
F5 B3 F6 118(10) 3_665 2_655 ?
F5 B3 F6 118(10) 4_565 4_565 ?
F5 B3 F6 118(10) 3_665 3_665 ?
F5 B3 F6 118(10) 2_655 . ?
F5 B3 F6 118(10) . . ?
F5 B3 F6 118(10) 2_655 4_565 ?
F5 B3 F6 118(10) 4_565 2_655 ?
F5 B3 F5 0.000(15) 3_665 . ?
F5 B3 F5 0.000(15) 4_565 3_665 ?
F5 B3 F5 0.000(15) 3_665 2_655 ?
F5 B3 F5 0.000(15) 4_565 2_655 ?
F5 B3 F5 0.000(15) 2_655 . ?
F5 B3 F5 0.000(15) 4_565 . ?
H12A O12 H12B 109.5 . . ?
F1 B1 F2 102.8(13) . 3_575 ?
F1 B1 F2 102.8(13) . . ?
F1 B1 F2 102.8(13) . 4_465 ?
F1 B1 F2 102.8(13) . 2_665 ?
F2 B1 F2 87.2(6) 4_465 3_575 ?
F2 B1 F2 154(3) 4_465 2_665 ?
F2 B1 F2 154(3) 3_575 . ?
F2 B1 F2 87.2(6) 4_465 . ?
F2 B1 F2 87.2(6) 2_665 3_575 ?
F2 B1 F2 87.2(6) 2_665 . ?
B5 F8 F8 46(3) . 4_565 ?
B5 F8 F8 46(3) . 2_655 ?
F8 F8 F8 89.998(19) 4_565 2_655 ?
B6 F8 F8 59(6) . 2_655 ?
B6 F8 F8 59(6) . 4_565 ?
B4 F6 B3 56(10) . . ?
B4 F6 F6 51(6) . 4_565 ?
B4 F6 F6 51(6) . 2_655 ?
B3 F6 F6 51(6) . 2_655 ?
B3 F6 F6 51(6) . 4_565 ?
F6 F6 F6 90.00(3) 2_655 4_565 ?
F8 B6 F8 63(10) 4_565 . ?
F8 B6 F8 63(10) 4_565 3_665 ?
F8 B6 F8 63(10) 2_655 . ?
F8 B6 F8 63(10) 2_655 3_665 ?
F8 B6 F8 95(10) 3_665 . ?
F8 B6 F8 95(10) 2_655 4_565 ?
F9 B6 F8 133(10) . . ?
F9 B6 F8 133(10) . 4_565 ?
F9 B6 F8 133(10) . 2_655 ?
F9 B6 F8 133(10) . 3_665 ?
F3 B2 F3 58(8) 3_665 4_565 ?
F3 B2 F3 58(8) . 2_655 ?
F3 B2 F3 58(8) . 4_565 ?
F3 B2 F3 87(10) 2_655 4_565 ?
F3 B2 F3 87(10) . 3_665 ?
F3 B2 F3 58(8) 2_655 3_665 ?
F4 B2 F3 136(7) . 4_565 ?
F4 B2 F3 136(7) . 3_665 ?
F4 B2 F3 136(7) . 2_655 ?
F4 B2 F3 136(7) . . ?
F5 F5 B3 0(10) 3_665 . ?
F5 F5 B3 0(10) 2_655 . ?
F5 F5 B3 0(10) 4_565 . ?
F5 F5 F5 0(10) 3_665 4_565 ?
F5 F5 F5 0(10) 2_655 4_565 ?
F5 F5 F5 0(10) 3_665 2_655 ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C12 C9 179.2(12) . . . . ?
Cu1 N1 C15 C18 180.0(15) . . . . ?
N1 C15 C18 C6 2(3) . . . . ?
C2 C5 C7 C10 0.6(18) . . . . ?
C2 C5 C7 C13 -179.5(14) . . . . ?
C2 C5 C8 C5 -58.8(6) . . . 6_556 ?
C4 C5 C7 C10 -118.8(13) . . . . ?
C4 C5 C7 C13 61(2) . . . . ?
C4 C5 C8 C5 58.7(6) . . . 6_556 ?
C5 C2 C5 C4 -58.8(5) 5_566 . . . ?
C5 C2 C5 C7 -178.6(12) 5_566 . . . ?
C5 C2 C5 C8 59.8(6) 5_566 . . . ?
C5 C4 C5 C2 58.7(6) 3_565 . . . ?
C5 C4 C5 C7 -178.9(14) 3_565 . . . ?
C5 C4 C5 C8 -59.5(6) 3_565 . . . ?
C5 C7 C10 C14 174.5(14) . . . . ?
C5 C7 C13 C16 -173.1(17) . . . . ?
C6 C9 C12 N1 0(2) . . . . ?
C6 C11 C14 C10 -177.9(14) . . . . ?
C6 C11 C16 C13 179.2(17) . . . . ?
C7 C5 C8 C5 177.6(9) . . . 6_556 ?
C7 C10 C14 C11 1(3) . . . . ?
C7 C13 C16 C11 -4(3) . . . . ?
C8 C5 C7 C10 121.8(15) . . . . ?
C8 C5 C7 C13 -58.3(16) . . . . ?
C9 C6 C11 C14 -5(2) . . . . ?
C9 C6 C11 C16 174.9(16) . . . . ?
C9 C6 C18 C15 -1(3) . . . . ?
C10 C7 C13 C16 7(3) . . . . ?
C11 C6 C9 C12 178.0(14) . . . . ?
C11 C6 C18 C15 -178.8(17) . . . . ?
C12 N1 C15 C18 -1(3) . . . . ?
C13 C7 C10 C14 -5(3) . . . . ?
C14 C11 C16 C13 -1(3) . . . . ?
C15 N1 C12 C9 1(2) . . . . ?
C16 C11 C14 C10 2(3) . . . . ?
C18 C6 C9 C12 0(2) . . . . ?
C18 C6 C11 C14 172.7(17) . . . . ?
C18 C6 C11 C16 -7(2) . . . . ?
B4 B3 F6 F6 -65(10) . . . 4_565 ?
B4 B3 F6 F6 65(10) . . . 2_655 ?
F3 F3 B2 F3 54(3) 4_565 . . 3_665 ?
F3 F3 B2 F3 -54(3) 2_655 . . 3_665 ?
F3 F3 B2 F3 108(6) 4_565 . . 2_655 ?
F3 F3 B2 F3 -108(6) 2_655 . . 4_565 ?
F3 F3 B2 F4 -126(3) 4_565 . . . ?
F3 F3 B2 F4 126(3) 2_655 . . . ?
B3 B4 F6 F6 -65(10) . . . 2_655 ?
B3 B4 F6 F6 65(10) . . . 4_565 ?
F8 B5 F8 F8 -82(19) 3_665 . . 4_565 ?
F8 B5 F8 F8 165(37) 4_565 . . 2_655 ?
F8 B5 F8 F8 -165(37) 2_655 . . 4_565 ?
F8 B5 F8 F8 82(19) 3_665 . . 2_655 ?
F8 F8 B6 F8 -56(6) 2_655 . . 3_665 ?
F8 F8 B6 F8 56(6) 4_565 . . 3_665 ?
F8 F8 B6 F8 -112(11) 2_655 . . 4_565 ?
F8 F8 B6 F8 112(11) 4_565 . . 2_655 ?
F8 F8 B6 F9 -124(6) 4_565 . . . ?
F8 F8 B6 F9 124(6) 2_655 . . . ?
F6 B4 B3 F6 -89.999(16) 2_655 . . . ?
F6 B4 B3 F6 90.00(3) 2_655 . . 3_665 ?
F6 B4 B3 F6 90.00(3) 3_665 . . 4_565 ?
F6 B4 B3 F6 -90.000(17) 4_565 . . 3_665 ?
F6 B4 B3 F6 90.00(3) 4_565 . . . ?
F6 B4 B3 F6 180.00(4) 2_655 . . 4_565 ?
F6 B4 B3 F6 -90.00(4) . . . 4_565 ?
F6 B4 B3 F6 90.00(2) . . . 2_655 ?
F6 B4 B3 F6 180.00(4) 4_565 . . 2_655 ?
F6 B4 B3 F6 180.00(3) 3_665 . . . ?
F6 B4 B3 F6 -90.00(3) 3_665 . . 2_655 ?
F6 B4 B3 F6 180.00(3) . . . 3_665 ?
F6 B4 F6 B3 -65(10) 4_565 . . . ?
F6 B4 F6 B3 0.00(5) 3_665 . . . ?
F6 B4 F6 B3 65(10) 2_655 . . . ?
F6 B4 F6 F6 65(10) 3_665 . . 4_565 ?
F6 B4 F6 F6 130(20) 2_655 . . 4_565 ?
F6 B4 F6 F6 -130(20) 4_565 . . 2_655 ?
F6 B4 F6 F6 -65(10) 3_665 . . 2_655 ?
F6 B3 F6 B4 -65(10) 2_655 . . . ?
F6 B3 F6 B4 65(10) 4_565 . . . ?
F6 B3 F6 B4 -0.001(8) 3_665 . . . ?
F6 B3 F6 F6 65(10) 3_665 . . 2_655 ?
F6 B3 F6 F6 -130(20) 2_655 . . 4_565 ?
F6 B3 F6 F6 -65(10) 3_665 . . 4_565 ?
F6 B3 F6 F6 130(20) 4_565 . . 2_655 ?
F6 B3 F5 F5 0(7) 4_565 . . 3_665 ?
F6 B3 F5 F5 0(100) 3_665 . . 2_655 ?
F6 B3 F5 F5 0(100) . . . 3_665 ?
F6 B3 F5 F5 0(100) 3_665 . . 4_565 ?
F6 B3 F5 F5 0(100) . . . 4_565 ?
F6 B3 F5 F5 0(100) . . . 2_655 ?
F6 B3 F5 F5 0(100) 3_665 . . 3_665 ?
F6 B3 F5 F5 0(7) 4_565 . . 4_565 ?
F6 B3 F5 F5 0(100) 2_655 . . 3_665 ?
F6 B3 F5 F5 0(7) 4_565 . . 2_655 ?
F6 B3 F5 F5 0(100) 2_655 . . 2_655 ?
F6 B3 F5 F5 0(100) 2_655 . . 4_565 ?
B2 F3 B2 F3 0.000(8) 5_566 . . 3_665 ?
B2 F3 B2 F3 -54(3) 5_566 . . 4_565 ?
B2 F3 B2 F3 54(3) 5_566 . . 2_655 ?
B2 F3 B2 F4 180.00(4) 5_566 . . . ?
F5 B3 F6 B4 180.00(4) 2_655 . . . ?
F5 B3 F6 B4 180.00(4) 3_665 . . . ?
F5 B3 F6 B4 180.00(4) 4_565 . . . ?
F5 B3 F6 B4 180.00(4) . . . . ?
F5 B3 F6 F6 115(10) 4_565 . . 4_565 ?
F5 B3 F6 F6 115(10) 3_665 . . 4_565 ?
F5 B3 F6 F6 -115(10) 4_565 . . 2_655 ?
F5 B3 F6 F6 -115(10) . . . 2_655 ?
F5 B3 F6 F6 -115(10) 3_665 . . 2_655 ?
F5 B3 F6 F6 115(10) . . . 4_565 ?
F5 B3 F6 F6 115(10) 2_655 . . 4_565 ?
F5 B3 F6 F6 -115(10) 2_655 . . 2_655 ?
F5 B3 F5 F5 0.0 3_665 . . 4_565 ?
F5 B3 F5 F5 0.0 4_565 . . 2_655 ?
F5 B3 F5 F5 0.0 4_565 . . 3_665 ?
F5 B3 F5 F5 0.0 2_655 . . 3_665 ?
F5 B3 F5 F5 0.0 3_665 . . 2_655 ?
F5 B3 F5 F5 0.0 2_655 . . 4_565 ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-03-03
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1508552'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H16 F12 Mn N2 O4'
_chemical_formula_weight         739.38

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'-y+3/4, x+1/4, z+1/4'
'y+1/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'y+3/4, -x+3/4, z+3/4'
'-x, -y, -z'
'x, y-1/2, -z'
'y-3/4, -x-1/4, -z-1/4'
'-y-1/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'-y+1/4, x+1/4, -z+1/4'

_cell_length_a                   11.645(5)
_cell_length_b                   11.645(5)
_cell_length_c                   52.700(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     7146(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11214
_cell_measurement_theta_min      2.09
_cell_measurement_theta_max      33.38

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             2952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.465
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9126
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe-ipds II'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32305
_diffrn_reflns_av_unetI/netI     0.1442
_diffrn_reflns_av_R_equivalents  0.2541
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -62
_diffrn_reflns_limit_l_max       62
_diffrn_reflns_theta_min         2.591
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             3122
_reflns_number_gt                1257
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       X-Area
_computing_cell_refinement       X-Area
_computing_data_reduction        X-Area
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0722P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3122
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1674
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1807
_refine_ls_wR_factor_gt          0.1342
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_restrained_S_all      0.885
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Mn1 Mn 0.5000 0.2500 0.00373(3) 0.0505(4) Uani 1 2 d S T P . .
O1 O 0.6599(3) 0.1616(4) 0.00467(10) 0.0588(12) Uani 1 1 d . . . . .
O2 O 0.5783(3) 0.3529(4) 0.03295(10) 0.0637(14) Uani 1 1 d . . . . .
C15 C 0.0000 -0.2500 -0.09124(16) 0.0452(19) Uani 1 2 d S T P . .
H15A H 0.0439 -0.3011 -0.0804 0.054 Uiso 0.5 1 calc R U P . .
H15B H -0.0439 -0.1989 -0.0804 0.054 Uiso 0.5 1 calc R U P . .
N1 N 0.4242(5) 0.1350(6) -0.02591(14) 0.0726(19) Uani 1 1 d . . . . .
C4 C 0.6838(5) 0.3587(5) 0.03811(14) 0.0521(17) Uani 1 1 d . . . . .
C3 C 0.7725(5) 0.2906(5) 0.02885(15) 0.0535(17) Uani 1 1 d . . . . .
H3 H 0.8475 0.3077 0.0336 0.064 Uiso 1 1 calc R U . . .
F5 F 0.6674(4) 0.5526(4) 0.05108(11) 0.0957(18) Uani 1 1 d . . . . .
F6 F 0.8216(4) 0.4703(5) 0.06105(12) 0.105(2) Uani 1 1 d . . . . .
F1 F 0.8353(4) 0.0234(4) -0.00034(12) 0.0960(18) Uani 1 1 d . . . . .
C13 C 0.0825(5) -0.1791(5) -0.10779(13) 0.0414(14) Uani 1 1 d . . . . .
C1 C 0.7532(5) 0.1992(6) 0.01300(15) 0.0535(17) Uani 1 1 d . . . . .
F2 F 0.8914(4) 0.1769(5) -0.01890(13) 0.113(2) Uani 1 1 d . . . . .
F3 F 0.9476(3) 0.1384(4) 0.01863(12) 0.102(2) Uani 1 1 d . . . . .
C12 C 0.1616(5) -0.1087(5) -0.09059(13) 0.0472(15) Uani 1 1 d . . . . .
C14 C 0.1504(4) -0.2625(5) -0.12461(13) 0.0427(14) Uani 1 1 d . . . . .
H14A H 0.1938 -0.3147 -0.1139 0.051 Uiso 1 1 calc R U . . .
H14B H 0.2047 -0.2194 -0.1348 0.051 Uiso 1 1 calc R U . . .
C7 C 0.3007(6) 0.0192(6) -0.05734(15) 0.0572(18) Uani 1 1 d . . . . .
C5 C 0.7117(6) 0.4529(7) 0.05721(17) 0.064(2) Uani 1 1 d . . . . .
F4 F 0.6664(5) 0.4261(5) 0.07968(11) 0.1080(18) Uani 1 1 d . . . . .
C9 C 0.2783(5) -0.1320(6) -0.08770(15) 0.0583(19) Uani 1 1 d . . . . .
H9 H 0.3108 -0.1917 -0.0970 0.070 Uiso 1 1 calc R U . . .
C11 C 0.1184(6) -0.0209(6) -0.07596(17) 0.072(2) Uani 1 1 d . . . . .
H11 H 0.0405 -0.0042 -0.0773 0.086 Uiso 1 1 calc R U . . .
C6 C 0.3702(6) 0.0841(7) -0.03974(16) 0.066(2) Uani 1 1 d . . . . .
C8 C 0.3477(6) -0.0692(6) -0.07138(16) 0.067(2) Uani 1 1 d . . . . .
H8 H 0.4254 -0.0865 -0.0699 0.080 Uiso 1 1 calc R U . . .
C10 C 0.1837(6) 0.0436(7) -0.05952(18) 0.079(3) Uani 1 1 d . . . . .
H10 H 0.1505 0.1022 -0.0501 0.095 Uiso 1 1 calc R U . . .
C2 C 0.8570(6) 0.1338(6) 0.0034(2) 0.074(2) Uani 1 1 d . . . . .


_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
Mn1 O1 2.128(4) 2_655 ?
Mn1 O1 2.128(4) . ?
Mn1 O2 2.154(5) . ?
Mn1 O2 2.154(5) 2_655 ?
Mn1 N1 2.239(7) . ?
Mn1 N1 2.239(7) 2_655 ?
O1 C1 1.251(7) . ?
O2 C4 1.259(7) . ?
C15 C13 1.538(8) 2_545 ?
C15 C13 1.538(8) . ?
N1 C6 1.131(9) . ?
C4 C3 1.391(9) . ?
C4 C5 1.524(10) . ?
C3 C1 1.372(10) . ?
F5 C5 1.310(8) . ?
F6 C5 1.311(8) . ?
F1 C2 1.325(8) . ?
C13 C12 1.531(8) . ?
C13 C14 1.534(8) . ?
C13 C14 1.544(8) 12 ?
C1 C2 1.515(10) . ?
F2 C2 1.339(11) . ?
F3 C2 1.326(9) . ?
C12 C11 1.375(9) . ?
C12 C9 1.394(8) . ?
C14 C13 1.544(8) 11_655 ?
C7 C8 1.380(10) . ?
C7 C10 1.397(10) . ?
C7 C6 1.444(10) . ?
C5 F4 1.333(10) . ?
C9 C8 1.388(10) . ?
C11 C10 1.375(10) . ?

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
O1 Mn1 O1 177.3(3) 2_655 . ?
O1 Mn1 O2 94.85(18) 2_655 . ?
O1 Mn1 O2 83.22(17) . . ?
O1 Mn1 O2 83.22(17) 2_655 2_655 ?
O1 Mn1 O2 94.85(18) . 2_655 ?
O2 Mn1 O2 88.7(3) . 2_655 ?
O1 Mn1 N1 87.8(2) 2_655 . ?
O1 Mn1 N1 94.1(2) . . ?
O2 Mn1 N1 176.9(2) . . ?
O2 Mn1 N1 89.9(2) 2_655 . ?
O1 Mn1 N1 94.1(2) 2_655 2_655 ?
O1 Mn1 N1 87.8(2) . 2_655 ?
O2 Mn1 N1 89.9(2) . 2_655 ?
O2 Mn1 N1 176.9(2) 2_655 2_655 ?
N1 Mn1 N1 91.5(4) . 2_655 ?
C1 O1 Mn1 126.8(4) . . ?
C4 O2 Mn1 126.7(4) . . ?
C13 C15 C13 110.9(7) 2_545 . ?
C6 N1 Mn1 169.4(6) . . ?
O2 C4 C3 128.2(6) . . ?
O2 C4 C5 112.9(6) . . ?
C3 C4 C5 118.9(6) . . ?
C1 C3 C4 122.3(5) . . ?
C12 C13 C14 111.8(5) . . ?
C12 C13 C15 109.1(6) . . ?
C14 C13 C15 108.1(4) . . ?
C12 C13 C14 110.6(5) . 12 ?
C14 C13 C14 107.7(4) . 12 ?
C15 C13 C14 109.4(4) . 12 ?
O1 C1 C3 128.9(6) . . ?
O1 C1 C2 113.5(6) . . ?
C3 C1 C2 117.6(5) . . ?
C11 C12 C9 116.1(6) . . ?
C11 C12 C13 120.6(5) . . ?
C9 C12 C13 123.1(6) . . ?
C13 C14 C13 111.9(5) . 11_655 ?
C8 C7 C10 119.6(6) . . ?
C8 C7 C6 120.8(6) . . ?
C10 C7 C6 119.6(7) . . ?
F5 C5 F6 106.6(7) . . ?
F5 C5 F4 105.7(7) . . ?
F6 C5 F4 106.6(7) . . ?
F5 C5 C4 113.0(6) . . ?
F6 C5 C4 114.9(6) . . ?
F4 C5 C4 109.5(6) . . ?
C8 C9 C12 122.1(7) . . ?
C10 C11 C12 123.8(7) . . ?
N1 C6 C7 179.7(10) . . ?
C7 C8 C9 119.7(6) . . ?
C11 C10 C7 118.7(7) . . ?
F1 C2 F3 106.3(6) . . ?
F1 C2 F2 106.9(8) . . ?
F3 C2 F2 106.2(6) . . ?
F1 C2 C1 112.7(6) . . ?
F3 C2 C1 114.3(7) . . ?
F2 C2 C1 110.1(7) . . ?

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.074

_shelxl_version_number           2013-4

