# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1-LXC
_database_code_depnum_ccdc_archive 'CCDC 1040278'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H48 Cl4 N6 O7 Zn2'
_chemical_formula_weight         1069.44

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'
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'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   11.7715(5)
_cell_length_b                   13.0448(7)
_cell_length_c                   16.0517(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.761(4)
_cell_angle_gamma                90.00
_cell_volume                     2413.10(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    4600
_cell_measurement_theta_min      2.7970
_cell_measurement_theta_max      73.9700

_exptl_crystal_description       block
_exptl_crystal_colour            'light pink'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1100
_exptl_absorpt_coefficient_mu    3.719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74024
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3503
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9495
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.84
_diffrn_reflns_theta_max         74.31
_reflns_number_total             4775
_reflns_number_gt                4019
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_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)+(0.1075P)²+1.7632P] 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         4775
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.1801
_refine_ls_wR_factor_gt          0.1688
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.046
_refine_ls_shift/su_mean         0.002

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
Zn1 Zn 0.86959(4) 0.58445(4) 0.18681(3) 0.04284(19) Uani 1 1 d . . .
Cl1 Cl 0.97963(8) 0.63761(8) 0.30953(5) 0.0544(3) Uani 1 1 d . . .
Cl2 Cl 0.94891(10) 0.46055(9) 0.11873(8) 0.0698(3) Uani 1 1 d . . .
O1 O 0.7200(2) 0.5256(2) 0.1915(2) 0.0625(7) Uani 1 1 d . . .
O2 O 0.6585(3) 0.6511(3) 0.2600(4) 0.1057(16) Uani 1 1 d . . .
O3 O 0.3398(5) 0.7019(5) 0.4019(3) 0.140(2) Uani 1 1 d . . .
O4 O 0.398(4) 0.958(3) 0.500(3) 0.42(2) Uiso 0.50 1 d P . .
N1 N 0.1444(3) 1.2868(2) -0.11148(18) 0.0462(7) Uani 1 1 d . . .
N2 N 0.1917(2) 0.6621(2) 0.17763(18) 0.0416(6) Uani 1 1 d . . .
N3 N 0.4676(15) 0.6962(12) 0.5258(12) 0.228(5) Uiso 1 1 d . . .
C1 C 0.1232(4) 1.1930(3) -0.1457(2) 0.0528(9) Uani 1 1 d . . .
H1 H 0.1028 1.1874 -0.2059 0.063 Uiso 1 1 calc R . .
C2 C 0.1293(4) 1.1055(3) -0.0986(2) 0.0519(9) Uani 1 1 d . . .
H2 H 0.1115 1.0412 -0.1260 0.062 Uiso 1 1 calc R . .
C3 C 0.1616(3) 1.1104(3) -0.0101(2) 0.0428(7) Uani 1 1 d . . .
C4 C 0.1825(4) 1.2068(3) 0.0259(2) 0.0575(10) Uani 1 1 d . . .
H3 H 0.2037 1.2143 0.0860 0.069 Uiso 1 1 calc R . .
C5 C 0.1722(4) 1.2916(3) -0.0261(2) 0.0596(10) Uani 1 1 d . . .
H4 H 0.1855 1.3572 -0.0003 0.071 Uiso 1 1 calc R . .
C6 C 0.1719(3) 1.0199(3) 0.0458(2) 0.0458(8) Uani 1 1 d . . .
H5 H 0.1989 1.0307 0.1051 0.055 Uiso 1 1 calc R . .
C7 C 0.1466(3) 0.9250(3) 0.0200(2) 0.0458(8) Uani 1 1 d . . .
H6 H 0.1185 0.9141 -0.0391 0.055 Uiso 1 1 calc R . .
C8 C 0.1591(3) 0.6531(3) 0.0928(2) 0.0485(8) Uani 1 1 d . . .
H8 H 0.1481 0.5868 0.0681 0.058 Uiso 1 1 calc R . .
C9 C 0.1415(3) 0.7374(3) 0.0415(2) 0.0482(8) Uani 1 1 d . . .
H7 H 0.1171 0.7292 -0.0183 0.058 Uiso 1 1 calc R . .
C10 C 0.1591(3) 0.8353(3) 0.0762(2) 0.0416(7) Uani 1 1 d . . .
C11 C 0.1878(4) 0.8424(3) 0.1648(2) 0.0506(8) Uani 1 1 d . . .
H10 H 0.1961 0.9078 0.1914 0.061 Uiso 1 1 calc R . .
C12 C 0.2040(4) 0.7556(3) 0.2134(2) 0.0501(8) Uani 1 1 d . . .
H9 H 0.2244 0.7614 0.2736 0.060 Uiso 1 1 calc R . .
C13 C 0.2182(3) 0.5680(3) 0.2326(3) 0.0486(8) Uani 1 1 d . . .
H11 H 0.1513 0.5205 0.2204 0.058 Uiso 1 1 calc R . .
H12 H 0.2305 0.5880 0.2932 0.058 Uiso 1 1 calc R . .
C14 C 0.3254(3) 0.5142(3) 0.2163(2) 0.0449(8) Uani 1 1 d . . .
C15 C 0.3174(4) 0.4139(3) 0.1895(3) 0.0617(11) Uani 1 1 d . . .
H13 H 0.2449 0.3794 0.1810 0.074 Uiso 1 1 calc R . .
C16 C 0.4155(4) 0.3625(3) 0.1747(4) 0.0716(13) Uani 1 1 d . . .
H14 H 0.4102 0.2928 0.1574 0.086 Uiso 1 1 calc R . .
C17 C 0.5199(4) 0.4136(3) 0.1853(3) 0.0642(11) Uani 1 1 d . . .
H15 H 0.5859 0.3794 0.1733 0.077 Uiso 1 1 calc R . .
C18 C 0.5297(3) 0.5146(3) 0.2135(2) 0.0477(8) Uani 1 1 d . . .
C19 C 0.4324(3) 0.5642(3) 0.2298(2) 0.0485(8) Uani 1 1 d . . .
H16 H 0.4386 0.6327 0.2504 0.058 Uiso 1 1 calc R . .
C20 C 0.6450(3) 0.5720(3) 0.2242(3) 0.0533(9) Uani 1 1 d . . .
C21 C 0.4010(19) 0.6571(15) 0.4545(15) 0.246(8) Uiso 1 1 d . . .
C22 C 0.4470(15) 0.8129(15) 0.5123(11) 0.234(7) Uiso 1 1 d . . .
C23 C 0.529(3) 0.689(2) 0.596(2) 0.402(17) Uiso 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
Zn1 O1 1.936(3) . ?
Zn1 N1 2.056(3) 3_675 ?
Zn1 Cl1 2.2359(10) . ?
Zn1 Cl2 2.2570(11) . ?
O1 C20 1.269(5) . ?
O2 C20 1.176(5) . ?
O3 C21 1.15(2) . ?
N1 C1 1.343(5) . ?
N1 C5 1.344(5) . ?
N1 Zn1 2.056(3) 3_675 ?
N2 C8 1.342(5) . ?
N2 C12 1.343(5) . ?
N2 C13 1.506(4) . ?
N3 C23 1.21(3) . ?
N3 C21 1.35(2) . ?
N3 C22 1.55(2) . ?
C1 C2 1.364(5) . ?
C2 C3 1.395(5) . ?
C3 C4 1.385(5) . ?
C3 C6 1.473(5) . ?
C4 C5 1.377(5) . ?
C6 C7 1.320(5) . ?
C7 C10 1.468(5) . ?
C8 C9 1.364(5) . ?
C9 C10 1.392(5) . ?
C10 C11 1.396(5) . ?
C11 C12 1.367(5) . ?
C13 C14 1.512(5) . ?
C14 C15 1.374(6) . ?
C14 C19 1.396(5) . ?
C15 C16 1.397(7) . ?
C16 C17 1.377(6) . ?
C17 C18 1.391(6) . ?
C18 C19 1.385(5) . ?
C18 C20 1.528(5) . ?

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 Zn1 N1 112.47(13) . 3_675 ?
O1 Zn1 Cl1 117.16(10) . . ?
N1 Zn1 Cl1 103.14(9) 3_675 . ?
O1 Zn1 Cl2 101.80(10) . . ?
N1 Zn1 Cl2 106.96(9) 3_675 . ?
Cl1 Zn1 Cl2 115.22(5) . . ?
C20 O1 Zn1 122.9(3) . . ?
C1 N1 C5 116.5(3) . . ?
C1 N1 Zn1 121.2(2) . 3_675 ?
C5 N1 Zn1 122.4(3) . 3_675 ?
C8 N2 C12 119.8(3) . . ?
C8 N2 C13 120.3(3) . . ?
C12 N2 C13 119.8(3) . . ?
C23 N3 C21 153(3) . . ?
C23 N3 C22 105(2) . . ?
C21 N3 C22 101.9(16) . . ?
N1 C1 C2 123.5(3) . . ?
C1 C2 C3 119.9(3) . . ?
C4 C3 C2 117.1(3) . . ?
C4 C3 C6 119.2(3) . . ?
C2 C3 C6 123.7(3) . . ?
C5 C4 C3 119.3(3) . . ?
N1 C5 C4 123.7(4) . . ?
C7 C6 C3 125.1(3) . . ?
C6 C7 C10 124.5(3) . . ?
N2 C8 C9 121.3(3) . . ?
C8 C9 C10 120.3(3) . . ?
C9 C10 C11 117.0(3) . . ?
C9 C10 C7 119.8(3) . . ?
C11 C10 C7 123.1(3) . . ?
C12 C11 C10 120.2(3) . . ?
N2 C12 C11 121.2(3) . . ?
N2 C13 C14 111.0(3) . . ?
C15 C14 C19 119.7(4) . . ?
C15 C14 C13 119.3(3) . . ?
C19 C14 C13 121.0(3) . . ?
C14 C15 C16 120.3(4) . . ?
C17 C16 C15 119.6(4) . . ?
C16 C17 C18 120.8(4) . . ?
C19 C18 C17 119.1(4) . . ?
C19 C18 C20 120.0(4) . . ?
C17 C18 C20 120.9(4) . . ?
C18 C19 C14 120.5(4) . . ?
O2 C20 O1 125.7(4) . . ?
O2 C20 C18 120.9(4) . . ?
O1 C20 C18 113.4(3) . . ?
O3 C21 N3 127(2) . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        74.31
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.946
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.088
