# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_ok
_database_code_depnum_ccdc_archive 'CCDC 1526265'
_audit_update_record             
;
2017-01-09 deposited with the CCDC.
2017-03-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '[(dbzbpen)Cu(OH2)](BF4)2'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H36 B2 Cu F8 N4 O2'
_chemical_formula_weight         709.78

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'
B B 0.0013 0.0007 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.5834(15)
_cell_length_b                   13.5075(18)
_cell_length_c                   20.031(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3134.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9252
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1460
_exptl_absorpt_coefficient_mu    0.779
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20360
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0450
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         27.49
_reflns_number_total             7103
_reflns_number_gt                6521
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_chemical_absolute_configuration UNK
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0915P)²+6.1103P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.985(18)
_refine_ls_number_reflns         7103
_refine_ls_number_parameters     421
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0605
_refine_ls_wR_factor_ref         0.1655
_refine_ls_wR_factor_gt          0.1618
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.60544(4) 0.46445(3) -0.15679(2) 0.02012(13) Uani 1 1 d . . .
N3 N 1.6342(3) 0.4694(3) -0.25827(16) 0.0209(6) Uani 1 1 d . . .
N1 N 1.7789(3) 0.4449(2) -0.15337(19) 0.0247(7) Uani 1 1 d . . .
C5 C 1.8278(4) 0.4624(3) -0.2133(2) 0.0257(8) Uani 1 1 d . . .
C7 C 1.5452(4) 0.5358(3) -0.28807(19) 0.0247(8) Uani 1 1 d . . .
H7A H 1.4798 0.4968 -0.3030 0.030 Uiso 1 1 calc R . .
H7B H 1.5773 0.5698 -0.3265 0.030 Uiso 1 1 calc R . .
C4 C 1.8426(4) 0.4031(4) -0.1048(2) 0.0307(10) Uani 1 1 d . . .
H4A H 1.8087 0.3932 -0.0632 0.037 Uiso 1 1 calc R . .
C3 C 1.9557(4) 0.3741(4) -0.1138(3) 0.0370(11) Uani 1 1 d . . .
H3A H 1.9970 0.3445 -0.0794 0.044 Uiso 1 1 calc R . .
N2 N 1.4706(3) 0.5571(2) -0.17491(17) 0.0211(7) Uani 1 1 d . . .
C2 C 1.9420(4) 0.4354(4) -0.2259(3) 0.0330(10) Uani 1 1 d . . .
H2A H 1.9750 0.4473 -0.2674 0.040 Uiso 1 1 calc R . .
C6 C 1.5052(4) 0.6114(3) -0.2365(2) 0.0240(8) Uani 1 1 d . . .
H6A H 1.5673 0.6573 -0.2264 0.029 Uiso 1 1 calc R . .
H6B H 1.4403 0.6489 -0.2537 0.029 Uiso 1 1 calc R . .
C1 C 2.0061(4) 0.3904(4) -0.1755(3) 0.0384(11) Uani 1 1 d . . .
H1A H 2.0821 0.3714 -0.1832 0.046 Uiso 1 1 calc R . .
F7 F 1.2489(4) 0.8004(2) 0.1600(2) 0.0622(10) Uani 1 1 d . . .
N4 N 1.5546(3) 0.4842(3) -0.06143(17) 0.0253(7) Uani 1 1 d . . .
F4 F 1.8539(3) 0.2523(3) 0.1444(2) 0.0623(10) Uani 1 1 d . . .
C28 C 1.0812(4) 0.6463(4) -0.1588(3) 0.0419(11) Uani 1 1 d . . .
H28A H 1.0320 0.6650 -0.1243 0.050 Uiso 1 1 calc R . .
C27 C 1.2256(4) 0.5877(4) -0.2608(2) 0.0315(10) Uani 1 1 d . . .
H27A H 1.2727 0.5671 -0.2957 0.038 Uiso 1 1 calc R . .
C26 C 1.6305(4) 0.3690(3) -0.2911(2) 0.0232(8) Uani 1 1 d . . .
H26A H 1.6890 0.3275 -0.2706 0.028 Uiso 1 1 calc R . .
H26B H 1.5561 0.3391 -0.2817 0.028 Uiso 1 1 calc R . .
C25 C 1.6490(4) 0.3684(3) -0.3654(2) 0.0254(9) Uani 1 1 d . . .
F8 F 1.2281(4) 0.6662(3) 0.0971(2) 0.0661(11) Uani 1 1 d . . .
C24 C 1.5546(5) 0.3810(4) -0.4083(2) 0.0337(10) Uani 1 1 d . . .
H24A H 1.4816 0.3917 -0.3904 0.040 Uiso 1 1 calc R . .
C23 C 1.4477(5) 0.5183(4) 0.0598(2) 0.0406(12) Uani 1 1 d . . .
H23A H 1.4115 0.5295 0.1005 0.049 Uiso 1 1 calc R . .
F3 F 1.6811(4) 0.2511(5) 0.0874(4) 0.107(2) Uani 1 1 d . . .
C22 C 1.2537(4) 0.5614(3) -0.1965(2) 0.0249(8) Uani 1 1 d . . .
B2 B 1.2503(5) 0.6994(4) 0.1629(3) 0.0374(12) Uani 1 1 d . . .
F6 F 1.1566(4) 0.6687(3) 0.2011(2) 0.0704(12) Uani 1 1 d . . .
C21 C 1.4670(4) 0.6237(3) -0.1159(2) 0.0258(9) Uani 1 1 d . . .
H21A H 1.3938 0.6585 -0.1144 0.031 Uiso 1 1 calc R . .
H21B H 1.5284 0.6723 -0.1187 0.031 Uiso 1 1 calc R . .
C8 C 1.7523(4) 0.5122(3) -0.2627(2) 0.0255(9) Uani 1 1 d . . .
H8A H 1.7830 0.5028 -0.3073 0.031 Uiso 1 1 calc R . .
H8B H 1.7496 0.5827 -0.2536 0.031 Uiso 1 1 calc R . .
C20 C 1.5732(4) 0.4242(4) -0.0095(2) 0.0328(10) Uani 1 1 d . . .
H20A H 1.6212 0.3695 -0.0149 0.039 Uiso 1 1 calc R . .
C19 C 1.4817(4) 0.5614(3) -0.0537(2) 0.0244(8) Uani 1 1 d . . .
C18 C 1.3601(4) 0.4999(3) -0.1812(2) 0.0250(8) Uani 1 1 d . . .
H18A H 1.3470 0.4643 -0.1398 0.030 Uiso 1 1 calc R . .
H18B H 1.3694 0.4510 -0.2163 0.030 Uiso 1 1 calc R . .
C17 C 1.4263(4) 0.5797(4) 0.0057(2) 0.0337(11) Uani 1 1 d . . .
H17A H 1.3752 0.6325 0.0096 0.040 Uiso 1 1 calc R . .
C16 C 1.5228(5) 0.4413(4) 0.0523(2) 0.0376(11) Uani 1 1 d . . .
H16A H 1.5400 0.4005 0.0883 0.045 Uiso 1 1 calc R . .
C15 C 1.1799(4) 0.5916(3) -0.1445(2) 0.0321(10) Uani 1 1 d . . .
H15A H 1.1971 0.5749 -0.1006 0.039 Uiso 1 1 calc R . .
C14 C 1.7564(5) 0.3515(4) -0.3928(3) 0.0360(11) Uani 1 1 d . . .
H14A H 1.8204 0.3438 -0.3653 0.043 Uiso 1 1 calc R . .
F5 F 1.3528(4) 0.6622(4) 0.1808(3) 0.0969(19) Uani 1 1 d . . .
C13 C 1.6770(7) 0.3592(4) -0.5033(3) 0.0535(17) Uani 1 1 d . . .
H13A H 1.6872 0.3556 -0.5493 0.064 Uiso 1 1 calc R . .
C12 C 1.0556(5) 0.6731(4) -0.2233(3) 0.0412(12) Uani 1 1 d . . .
H12A H 0.9898 0.7101 -0.2323 0.049 Uiso 1 1 calc R . .
F2 F 1.8078(6) 0.3629(5) 0.0673(4) 0.131(3) Uani 1 1 d . . .
C11 C 1.7686(6) 0.3460(4) -0.4623(3) 0.0509(16) Uani 1 1 d . . .
H11A H 1.8408 0.3331 -0.4806 0.061 Uiso 1 1 calc R . .
C10 C 1.5686(6) 0.3780(4) -0.4775(3) 0.0453(14) Uani 1 1 d . . .
H10A H 1.5060 0.3884 -0.5057 0.054 Uiso 1 1 calc R . .
C9 C 1.1280(5) 0.6448(4) -0.2749(3) 0.0403(12) Uani 1 1 d . . .
H9A H 1.1118 0.6637 -0.3186 0.048 Uiso 1 1 calc R . .
F1 F 1.8447(7) 0.2158(10) 0.0349(4) 0.220(7) Uani 1 1 d . . .
B1 B 1.7933(6) 0.2676(5) 0.0853(4) 0.0463(15) Uani 1 1 d . . .
O1 O 1.5755(3) 0.3043(2) -0.15059(18) 0.0327(7) Uani 1 1 d . . .
H1C H 1.5623 0.2889 -0.1117 0.049 Uiso 1 1 calc R . .
H1B H 1.509(6) 0.292(4) -0.150(3) 0.035(16) Uiso 1 1 d . . .
O2 O 1.7050(4) 0.1748(3) -0.0742(2) 0.0542(11) Uani 1 1 d . . .
H2 H 1.7346 0.2009 -0.0415 0.081 Uiso 1 1 calc R . .
C40 C 1.6413(6) 0.0908(5) -0.0538(3) 0.0527(15) Uani 1 1 d . . .
H40A H 1.6588 0.0759 -0.0081 0.079 Uiso 1 1 calc R . .
H40B H 1.6614 0.0353 -0.0814 0.079 Uiso 1 1 calc R . .
H40C H 1.5602 0.1042 -0.0581 0.079 Uiso 1 1 calc R . .


_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 N4 2.017(3) . ?
Cu1 N1 2.028(4) . ?
Cu1 N2 2.034(3) . ?
Cu1 N3 2.061(3) . ?
Cu1 O1 2.194(3) . ?
N3 C8 1.488(5) . ?
N3 C7 1.492(5) . ?
N3 C26 1.508(5) . ?
N1 C4 1.346(6) . ?
N1 C5 1.348(6) . ?
C5 C2 1.396(6) . ?
C5 C8 1.481(6) . ?
C7 C6 1.525(6) . ?
C4 C3 1.380(7) . ?
C3 C1 1.384(8) . ?
N2 C21 1.486(5) . ?
N2 C6 1.490(5) . ?
N2 C18 1.500(5) . ?
C2 C1 1.393(8) . ?
F7 B2 1.365(6) . ?
N4 C20 1.337(6) . ?
N4 C19 1.351(5) . ?
F4 B1 1.393(8) . ?
C28 C12 1.374(9) . ?
C28 C15 1.391(7) . ?
C27 C22 1.377(6) . ?
C27 C9 1.398(7) . ?
C26 C25 1.504(6) . ?
C25 C14 1.378(7) . ?
C25 C24 1.401(7) . ?
F8 B2 1.416(8) . ?
C24 C10 1.396(7) . ?
C23 C16 1.364(7) . ?
C23 C17 1.385(8) . ?
F3 B1 1.319(8) . ?
C22 C15 1.407(6) . ?
C22 C18 1.518(6) . ?
B2 F5 1.337(7) . ?
B2 F6 1.391(7) . ?
C21 C19 1.513(6) . ?
C20 C16 1.388(6) . ?
C19 C17 1.375(6) . ?
C14 C11 1.402(8) . ?
C13 C11 1.353(10) . ?
C13 C10 1.382(10) . ?
C12 C9 1.385(8) . ?
F2 B1 1.347(9) . ?
F1 B1 1.365(10) . ?
O2 C40 1.414(8) . ?

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
N4 Cu1 N1 105.95(15) . . ?
N4 Cu1 N2 82.14(14) . . ?
N1 Cu1 N2 147.88(14) . . ?
N4 Cu1 N3 167.73(14) . . ?
N1 Cu1 N3 82.95(14) . . ?
N2 Cu1 N3 85.89(13) . . ?
N4 Cu1 O1 91.76(14) . . ?
N1 Cu1 O1 91.53(14) . . ?
N2 Cu1 O1 119.67(14) . . ?
N3 Cu1 O1 96.51(14) . . ?
C8 N3 C7 112.2(3) . . ?
C8 N3 C26 110.5(3) . . ?
C7 N3 C26 110.3(3) . . ?
C8 N3 Cu1 102.7(2) . . ?
C7 N3 Cu1 107.6(2) . . ?
C26 N3 Cu1 113.3(2) . . ?
C4 N1 C5 119.2(4) . . ?
C4 N1 Cu1 128.5(3) . . ?
C5 N1 Cu1 111.3(3) . . ?
N1 C5 C2 120.8(4) . . ?
N1 C5 C8 115.3(4) . . ?
C2 C5 C8 123.9(4) . . ?
N3 C7 C6 110.0(3) . . ?
N1 C4 C3 123.0(5) . . ?
C4 C3 C1 118.2(5) . . ?
C21 N2 C6 111.6(3) . . ?
C21 N2 C18 110.8(3) . . ?
C6 N2 C18 114.5(3) . . ?
C21 N2 Cu1 104.6(2) . . ?
C6 N2 Cu1 104.1(3) . . ?
C18 N2 Cu1 110.7(2) . . ?
C1 C2 C5 119.3(5) . . ?
N2 C6 C7 108.2(3) . . ?
C3 C1 C2 119.4(5) . . ?
C20 N4 C19 118.7(4) . . ?
C20 N4 Cu1 127.5(3) . . ?
C19 N4 Cu1 113.1(3) . . ?
C12 C28 C15 120.7(5) . . ?
C22 C27 C9 121.5(5) . . ?
C25 C26 N3 115.6(3) . . ?
C14 C25 C24 118.7(4) . . ?
C14 C25 C26 121.6(4) . . ?
C24 C25 C26 119.7(4) . . ?
C10 C24 C25 121.0(5) . . ?
C16 C23 C17 118.9(4) . . ?
C27 C22 C15 118.3(4) . . ?
C27 C22 C18 121.5(4) . . ?
C15 C22 C18 120.2(4) . . ?
F5 B2 F7 113.4(5) . . ?
F5 B2 F6 115.7(6) . . ?
F7 B2 F6 108.2(5) . . ?
F5 B2 F8 106.9(5) . . ?
F7 B2 F8 105.9(5) . . ?
F6 B2 F8 106.0(5) . . ?
N2 C21 C19 108.4(3) . . ?
C5 C8 N3 109.0(3) . . ?
N4 C20 C16 121.6(4) . . ?
N4 C19 C17 121.9(4) . . ?
N4 C19 C21 113.9(4) . . ?
C17 C19 C21 124.1(4) . . ?
N2 C18 C22 115.3(3) . . ?
C19 C17 C23 119.1(4) . . ?
C23 C16 C20 119.6(5) . . ?
C28 C15 C22 120.1(5) . . ?
C25 C14 C11 119.7(5) . . ?
C11 C13 C10 120.6(5) . . ?
C28 C12 C9 120.0(5) . . ?
C13 C11 C14 121.2(6) . . ?
C13 C10 C24 118.9(6) . . ?
C12 C9 C27 119.4(5) . . ?
F3 B1 F2 107.0(6) . . ?
F3 B1 F1 111.5(7) . . ?
F2 B1 F1 103.7(9) . . ?
F3 B1 F4 116.4(7) . . ?
F2 B1 F4 107.9(6) . . ?
F1 B1 F4 109.4(6) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.000
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.083
