# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_fm2
_database_code_depnum_ccdc_archive 'CCDC 1425437'
_audit_update_record             
;
2015-09-17 deposited with the CCDC.
2018-05-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H6 Dy N O6, H2 O'
_chemical_formula_sum            'C8 H8 Dy N O7'
_chemical_formula_weight         392.65

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'
O O 0.0106 0.0060 '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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   4.55760(10)
_cell_length_b                   16.2048(4)
_cell_length_c                   14.0456(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.241(2)
_cell_angle_gamma                90.00
_cell_volume                     1033.00(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2379
_cell_measurement_theta_min      2.8995
_cell_measurement_theta_max      28.9595

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740
_exptl_absorpt_coefficient_mu    7.258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3717
_exptl_absorpt_correction_T_max  0.4090
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4200
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.91
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1822
_reflns_number_gt                1563
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
OMIT  -2.00  50.00
DFIX 0.85 0.01 O5 H51 O5 H52 O6 H61 O7 H71 O7 H72
DFIX 1.39 0.01 H51 H52 H71 H72
 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)+(0.0174P)²+1.1671P] 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_number_reflns         1822
_refine_ls_number_parameters     169
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0214
_refine_ls_wR_factor_ref         0.0467
_refine_ls_wR_factor_gt          0.0447
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.002
_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
C1 C 0.0659(9) 0.6644(2) 0.5969(3) 0.0128(9) Uani 1 1 d . . .
C2 C 0.2162(9) 0.6351(2) 0.6801(3) 0.0132(9) Uani 1 1 d . . .
H2 H 0.3651 0.6667 0.7118 0.016 Uiso 1 1 calc R . .
C3 C 0.1453(9) 0.5585(2) 0.7166(3) 0.0136(9) Uani 1 1 d . . .
C4 C -0.0705(9) 0.5106(3) 0.6665(3) 0.0159(9) Uani 1 1 d . . .
H4 H -0.1170 0.4589 0.6896 0.019 Uiso 1 1 calc R . .
C5 C -0.2157(8) 0.5396(2) 0.5824(3) 0.0145(9) Uani 1 1 d . . .
C6 C -0.1492(9) 0.6167(3) 0.5476(3) 0.0151(9) Uani 1 1 d . . .
H6 H -0.2489 0.6364 0.4914 0.018 Uiso 1 1 calc R . .
C7 C 0.1300(9) 0.7485(2) 0.5612(3) 0.0151(9) Uani 1 1 d . . .
C8 C 0.2957(9) 0.5302(2) 0.8098(3) 0.0134(9) Uani 1 1 d . . .
N1 N -0.4367(8) 0.4859(2) 0.5374(2) 0.0179(8) Uani 1 1 d . . .
O1 O 0.3246(7) 0.79319(17) 0.6055(2) 0.0269(8) Uani 1 1 d . . .
O2 O -0.0126(6) 0.77596(17) 0.4869(2) 0.0216(7) Uani 1 1 d . . .
O3 O 0.5095(6) 0.57272(16) 0.8458(2) 0.0158(7) Uani 1 1 d . . .
O4 O 0.1976(6) 0.46684(17) 0.8482(2) 0.0185(7) Uani 1 1 d . . .
O5 O 0.4836(6) 0.82356(18) 0.3938(2) 0.0205(7) Uani 1 1 d D . .
H51 H 0.652(5) 0.805(2) 0.412(3) 0.031 Uiso 1 1 d D . .
H52 H 0.393(7) 0.790(2) 0.355(3) 0.031 Uiso 1 1 d D . .
O6 O 0.2505(6) 1.05504(18) 0.47008(19) 0.0112(6) Uani 1 1 d D . .
H61 H 0.235(9) 1.056(3) 0.4097(8) 0.017 Uiso 1 1 d D . .
O7 O 0.2359(16) 0.7021(3) 0.2714(4) 0.120(3) Uani 1 1 d D . .
H71 H 0.400(11) 0.679(6) 0.266(7) 0.180 Uiso 1 1 d D . .
H72 H 0.129(17) 0.700(6) 0.219(4) 0.180 Uiso 1 1 d D . .
Dy1 Dy 0.24138(4) 0.908755(11) 0.496847(13) 0.00947(8) 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
C1 C6 1.383(5) . ?
C1 C2 1.384(6) . ?
C1 C7 1.490(5) . ?
C2 C3 1.392(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(6) . ?
C3 C8 1.493(5) . ?
C4 C5 1.382(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(6) . ?
C5 N1 1.434(5) . ?
C6 H6 0.9300 . ?
C7 O2 1.259(5) . ?
C7 O1 1.264(5) . ?
C7 Dy1 2.812(4) . ?
C8 O4 1.261(5) . ?
C8 O3 1.261(5) . ?
N1 N1 1.237(6) 3_466 ?
O1 Dy1 2.424(3) . ?
O2 Dy1 2.442(3) . ?
O3 Dy1 2.301(3) 4_676 ?
O4 Dy1 2.364(3) 2_546 ?
O5 Dy1 2.348(3) . ?
O5 H51 0.844(10) . ?
O5 H52 0.849(10) . ?
O6 Dy1 2.393(3) 3_676 ?
O6 Dy1 2.401(3) . ?
O6 Dy1 2.403(3) 3_576 ?
O6 H61 0.845(10) . ?
O7 H71 0.847(11) . ?
O7 H72 0.847(10) . ?
Dy1 O3 2.301(3) 4_575 ?
Dy1 O4 2.364(3) 2_556 ?
Dy1 O6 2.393(3) 3_676 ?
Dy1 O6 2.403(3) 3_576 ?
Dy1 Dy1 3.6918(3) 3_576 ?
Dy1 Dy1 3.7778(3) 3_676 ?

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
C6 C1 C2 120.3(4) . . ?
C6 C1 C7 119.6(4) . . ?
C2 C1 C7 120.0(4) . . ?
C1 C2 C3 120.2(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 C8 119.5(4) . . ?
C4 C3 C8 121.3(4) . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 N1 115.7(4) . . ?
C6 C5 N1 124.0(4) . . ?
C1 C6 C5 119.7(4) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
O2 C7 O1 119.4(4) . . ?
O2 C7 C1 120.0(4) . . ?
O1 C7 C1 120.6(4) . . ?
O2 C7 Dy1 60.1(2) . . ?
O1 C7 Dy1 59.3(2) . . ?
C1 C7 Dy1 178.7(3) . . ?
O4 C8 O3 124.4(4) . . ?
O4 C8 C3 118.2(3) . . ?
O3 C8 C3 117.4(4) . . ?
N1 N1 C5 113.9(4) 3_466 . ?
C7 O1 Dy1 94.0(2) . . ?
C7 O2 Dy1 93.3(2) . . ?
C8 O3 Dy1 135.5(3) . 4_676 ?
C8 O4 Dy1 134.6(3) . 2_546 ?
Dy1 O5 H51 119(3) . . ?
Dy1 O5 H52 123(3) . . ?
H51 O5 H52 110.2(17) . . ?
Dy1 O6 Dy1 104.01(10) 3_676 . ?
Dy1 O6 Dy1 143.70(13) 3_676 3_576 ?
Dy1 O6 Dy1 100.42(10) . 3_576 ?
Dy1 O6 H61 100(3) 3_676 . ?
Dy1 O6 H61 100(3) . . ?
Dy1 O6 H61 101(3) 3_576 . ?
H71 O7 H72 110.6(19) . . ?
O3 Dy1 O5 73.18(10) 4_575 . ?
O3 Dy1 O4 143.32(9) 4_575 2_556 ?
O5 Dy1 O4 141.20(10) . 2_556 ?
O3 Dy1 O6 120.11(10) 4_575 3_676 ?
O5 Dy1 O6 76.27(10) . 3_676 ?
O4 Dy1 O6 72.14(10) 2_556 3_676 ?
O3 Dy1 O6 74.93(9) 4_575 . ?
O5 Dy1 O6 117.92(10) . . ?
O4 Dy1 O6 75.45(9) 2_556 . ?
O6 Dy1 O6 75.99(10) 3_676 . ?
O3 Dy1 O6 77.79(10) 4_575 3_576 ?
O5 Dy1 O6 139.65(10) . 3_576 ?
O4 Dy1 O6 76.01(9) 2_556 3_576 ?
O6 Dy1 O6 143.70(13) 3_676 3_576 ?
O6 Dy1 O6 79.58(10) . 3_576 ?
O3 Dy1 O1 135.52(10) 4_575 . ?
O5 Dy1 O1 83.03(11) . . ?
O4 Dy1 O1 74.30(10) 2_556 . ?
O6 Dy1 O1 88.52(10) 3_676 . ?
O6 Dy1 O1 149.02(9) . . ?
O6 Dy1 O1 99.32(11) 3_576 . ?
O3 Dy1 O2 83.51(10) 4_575 . ?
O5 Dy1 O2 72.16(11) . . ?
O4 Dy1 O2 114.76(10) 2_556 . ?
O6 Dy1 O2 132.27(10) 3_676 . ?
O6 Dy1 O2 151.19(9) . . ?
O6 Dy1 O2 77.31(10) 3_576 . ?
O1 Dy1 O2 53.21(9) . . ?
O3 Dy1 C7 109.62(11) 4_575 . ?
O5 Dy1 C7 76.35(12) . . ?
O4 Dy1 C7 94.66(11) 2_556 . ?
O6 Dy1 C7 111.35(11) 3_676 . ?
O6 Dy1 C7 165.60(11) . . ?
O6 Dy1 C7 87.95(11) 3_576 . ?
O1 Dy1 C7 26.65(10) . . ?
O2 Dy1 C7 26.56(10) . . ?
O3 Dy1 Dy1 72.13(7) 4_575 3_576 ?
O5 Dy1 Dy1 143.19(8) . 3_576 ?
O4 Dy1 Dy1 71.29(7) 2_556 3_576 ?
O6 Dy1 Dy1 111.55(7) 3_676 3_576 ?
O6 Dy1 Dy1 39.81(6) . 3_576 ?
O6 Dy1 Dy1 39.77(7) 3_576 3_576 ?
O1 Dy1 Dy1 131.53(8) . 3_576 ?
O2 Dy1 Dy1 115.27(7) . 3_576 ?
C7 Dy1 Dy1 127.35(9) . 3_576 ?
O3 Dy1 Dy1 98.77(7) 4_575 3_676 ?
O5 Dy1 Dy1 98.47(7) . 3_676 ?
O4 Dy1 Dy1 69.27(7) 2_556 3_676 ?
O6 Dy1 Dy1 38.07(7) 3_676 3_676 ?
O6 Dy1 Dy1 37.92(6) . 3_676 ?
O6 Dy1 Dy1 113.30(7) 3_576 3_676 ?
O1 Dy1 Dy1 121.91(7) . 3_676 ?
O2 Dy1 Dy1 169.38(7) . 3_676 ?
C7 Dy1 Dy1 147.80(8) . 3_676 ?
Dy1 Dy1 Dy1 75.191(7) 3_576 3_676 ?

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
O5 H51 O2 0.844(10) 1.833(15) 2.651(4) 163(4) 1_655
O5 H52 O7 0.849(10) 1.942(13) 2.784(6) 171(4) .
O6 H61 O4 0.845(10) 2.38(4) 2.801(4) 112(3) 4_675
O7 H72 O1 0.847(10) 2.016(18) 2.855(6) 170(9) 4_575

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.797
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.115
