# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_mjm433b
_database_code_depnum_ccdc_archive 'CCDC 1519180'
_audit_update_record             
;
2016-11-25 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_date             2010-07-12T21:35:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C18 H20 N2 Ni O4'
_chemical_formula_moiety         'C18 H20 N2 Ni O4'
_chemical_formula_weight         387.07

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  -p_1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4680(13)
_cell_length_b                   7.7544(16)
_cell_length_c                   8.6026(17)
_cell_angle_alpha                97.267(17)
_cell_angle_beta                 109.253(18)
_cell_angle_gamma                96.531(17)
_cell_volume                     398.46(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3385
_cell_measurement_theta_min      3.3504
_cell_measurement_theta_max      37.0518

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             202
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 2 1 0.0516
1 -2 -1 0.1086
1 0 -1 0.1351
-1 0 1 0.182
0 -1 0 0.0788
0 1 0 0.0366
0 0 -1 0.0653
0 0 1 0.0392
0 1 -1 0.0435
0 -1 1 0.0573
1 -2 2 0.0868

_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.244
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
         CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_T_max  0.904

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      0.0642063828
_diffrn_orient_matrix_ub_12      -0.0051130175
_diffrn_orient_matrix_ub_13      -0.0524411853
_diffrn_orient_matrix_ub_21      -0.0603262628
_diffrn_orient_matrix_ub_22      -0.0854840762
_diffrn_orient_matrix_ub_23      -0.0401692017
_diffrn_orient_matrix_ub_31      -0.0783603844
_diffrn_orient_matrix_ub_32      0.0378934698
_diffrn_orient_matrix_ub_33      -0.0589048998
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_number            7581
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         37.22
_diffrn_reflns_theta_full        36.5
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.965
_reflns_number_total             3960
_reflns_number_gt                2962
_reflns_threshold_expression     I>2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'



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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_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 > 2σ(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)+(0.0379P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3960
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0809
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_restrained_S_all      0.941
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.89
_refine_diff_density_min         -0.761
_refine_diff_density_rms         0.104

#----------------------------------------------------------------------------#
#                   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'
H H 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'
Ni Ni 0.3393 1.1124 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0 0 0 0.01413(7) Uani 1 2 d S . .
C1 C 0.4867(2) 0.21928(17) 0.04233(16) 0.0141(2) Uani 1 1 d . . .
C11 C 0.3147(2) 0.18324(17) -0.12457(16) 0.0146(2) Uani 1 1 d . . .
C12 C 0.3693(2) 0.23940(18) -0.26906(17) 0.0179(3) Uani 1 1 d . . .
H12A H 0.2524 0.1813 -0.3741 0.027 Uiso 1 1 calc R . .
H12B H 0.5117 0.2061 -0.2671 0.027 Uiso 1 1 calc R . .
H12C H 0.3794 0.3675 -0.2604 0.027 Uiso 1 1 calc R . .
N1 N 0.11595(19) 0.10514(15) -0.14631(13) 0.0144(2) Uani 1 1 d . . .
O1 O -0.03284(16) 0.08784(13) -0.30978(11) 0.01831(19) Uani 1 1 d . . .
H1 H -0.1551 0.03 -0.3182 0.027 Uiso 1 1 calc R . .
C2 C 0.4509(2) 0.16441(17) 0.18277(16) 0.0151(2) Uani 1 1 d . . .
O2 O 0.26045(15) 0.07164(13) 0.17585(11) 0.01712(19) Uani 1 1 d . . .
C3 C 0.6244(2) 0.20688(18) 0.33805(16) 0.0164(2) Uani 1 1 d . . .
H3 H 0.5999 0.1728 0.4336 0.02 Uiso 1 1 calc R . .
C4 C 0.8298(2) 0.29694(17) 0.35562(17) 0.0165(2) Uani 1 1 d . . .
H4 H 0.9444 0.322 0.4622 0.02 Uiso 1 1 calc R . .
C5 C 0.8709(2) 0.35145(17) 0.21900(17) 0.0159(2) Uani 1 1 d . . .
C6 C 0.6982(2) 0.31162(17) 0.06594(17) 0.0157(2) Uani 1 1 d . . .
H6 H 0.7242 0.3487 -0.0281 0.019 Uiso 1 1 calc R . .
C7 C 1.0944(2) 0.45212(18) 0.23714(18) 0.0190(3) Uani 1 1 d . . .
H7A H 1.1305 0.4151 0.1372 0.028 Uiso 1 1 calc R . .
H7B H 1.2085 0.4277 0.3358 0.028 Uiso 1 1 calc R . .
H7C H 1.0892 0.5788 0.2501 0.028 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Ni1 O2 1.8245(11) 2 ?
Ni1 O2 1.8245(11) . ?
Ni1 N1 1.8853(12) 2 ?
Ni1 N1 1.8853(12) . ?
C1 C6 1.4083(19) . ?
C1 C2 1.4094(18) . ?
C1 C11 1.4668(18) . ?
C11 N1 1.3000(18) . ?
C11 C12 1.5003(18) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
N1 O1 1.3972(14) . ?
O1 H1 0.84 . ?
C2 O2 1.3332(16) . ?
C2 C3 1.4030(19) . ?
C3 C4 1.3802(19) . ?
C3 H3 0.95 . ?
C4 C5 1.3917(19) . ?
C4 H4 0.95 . ?
C5 C6 1.3875(19) . ?
C5 C7 1.5127(19) . ?
C6 H6 0.95 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?

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
O2 Ni1 O2 180.00(9) 2 . ?
O2 Ni1 N1 92.23(5) 2 2 ?
O2 Ni1 N1 87.77(5) . 2 ?
O2 Ni1 N1 87.77(5) 2 . ?
O2 Ni1 N1 92.23(5) . . ?
N1 Ni1 N1 180 2 . ?
C6 C1 C2 117.59(12) . . ?
C6 C1 C11 119.60(12) . . ?
C2 C1 C11 122.81(12) . . ?
N1 C11 C1 120.11(12) . . ?
N1 C11 C12 120.41(12) . . ?
C1 C11 C12 119.47(12) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 N1 O1 113.67(11) . . ?
C11 N1 Ni1 131.25(9) . . ?
O1 N1 Ni1 114.96(8) . . ?
N1 O1 H1 109.5 . . ?
O2 C2 C3 117.79(12) . . ?
O2 C2 C1 123.38(12) . . ?
C3 C2 C1 118.82(12) . . ?
C2 O2 Ni1 129.88(9) . . ?
C4 C3 C2 121.73(12) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 120.78(12) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.45(12) . . ?
C6 C5 C7 121.29(12) . . ?
C4 C5 C7 121.26(12) . . ?
C5 C6 C1 123.61(12) . . ?
C5 C6 H6 118.2 . . ?
C1 C6 H6 118.2 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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 H1 O2 0.84 1.8 2.4676(14) 134.6 2





#===END
####################################################################### 
# 
# 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_mojv118c_100k
_database_code_depnum_ccdc_archive 'CCDC 1519181'
_audit_update_record             
;
2016-11-25 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_date             2013-05-27T08:43:11-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C18 H20 Cu N2 O4'
_chemical_formula_moiety         'C18 H20 Cu N2 O4'
_chemical_formula_weight         391.9

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-p 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2433(4)
_cell_length_b                   8.0884(6)
_cell_length_c                   8.6219(7)
_cell_angle_alpha                71.541(7)
_cell_angle_beta                 79.573(6)
_cell_angle_gamma                85.986(6)
_cell_volume                     406.13(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3434
_cell_measurement_theta_min      4.203
_cell_measurement_theta_max      37.082

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             203
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0489
0 0 -1 0.0234
0 2 1 0.0317
0 -2 -1 0.0254
1 0 0 0.146
-1 0 0 0.148

_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.371
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
    CrysAlisPro, Oxford Diffraction Ltd.,
Analytical numeric absorption correction using a multifaceted crystal
         model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897

;
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.929

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      -0.0322651
_diffrn_orient_matrix_ub_12      0.0383965
_diffrn_orient_matrix_ub_13      -0.0785481
_diffrn_orient_matrix_ub_21      -0.0317514
_diffrn_orient_matrix_ub_22      0.0772137
_diffrn_orient_matrix_ub_23      0.0209496
_diffrn_orient_matrix_ub_31      0.1062908
_diffrn_orient_matrix_ub_32      0.0333533
_diffrn_orient_matrix_ub_33      -0.0336355
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_number            7403
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         37.2
_diffrn_reflns_theta_full        36.5
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.97
_reflns_number_total             4073
_reflns_number_gt                3705
_reflns_threshold_expression     I>2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'

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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_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 > 2σ(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)+(0.0415P)²+0.0581P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4073
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.834
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.103

#----------------------------------------------------------------------------#
#                   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'
H H 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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5 0.5 0.5 0.01187(7) Uani 1 2 d S . .
C1 C 0.8379(2) 0.32047(17) 0.68366(16) 0.0119(2) Uani 1 1 d . . .
O1 O 0.65119(16) 0.40929(14) 0.67842(12) 0.01452(18) Uani 1 1 d . . .
C2 C 0.9635(2) 0.27743(17) 0.54560(16) 0.0121(2) Uani 1 1 d . . .
C21 C 0.9019(2) 0.32469(17) 0.38094(16) 0.0123(2) Uani 1 1 d . . .
C22 C 1.0536(2) 0.2824(2) 0.24114(17) 0.0160(2) Uani 1 1 d . . .
H22A H 1.048 0.1574 0.2561 0.024 Uiso 1 1 calc R . .
H22B H 1.2026 0.3134 0.2411 0.024 Uiso 1 1 calc R . .
H22C H 1.009 0.3489 0.1353 0.024 Uiso 1 1 calc R . .
N21 N 0.71588(18) 0.40147(15) 0.35605(14) 0.01249(19) Uani 1 1 d . . .
O21 O 0.67173(16) 0.43506(14) 0.19570(12) 0.01584(19) Uani 1 1 d . . .
H21 H 0.5532 0.4903 0.1872 0.024 Uiso 1 1 calc R . .
C3 C 1.1597(2) 0.18220(17) 0.57114(17) 0.0133(2) Uani 1 1 d . . .
H3 H 1.2444 0.1526 0.4802 0.016 Uiso 1 1 calc R . .
C4 C 1.2352(2) 0.12978(17) 0.72013(17) 0.0135(2) Uani 1 1 d . . .
C41 C 1.4416(2) 0.02213(19) 0.74165(19) 0.0173(2) Uani 1 1 d . . .
H41A H 1.4093 -0.101 0.765 0.026 Uiso 1 1 calc R . .
H41B H 1.5007 0.0369 0.8342 0.026 Uiso 1 1 calc R . .
H41C H 1.5488 0.0607 0.6397 0.026 Uiso 1 1 calc R . .
C5 C 1.1094(2) 0.17554(18) 0.85296(17) 0.0141(2) Uani 1 1 d . . .
H5 H 1.1579 0.1428 0.957 0.017 Uiso 1 1 calc R . .
C6 C 0.9162(2) 0.26751(18) 0.83440(17) 0.0139(2) Uani 1 1 d . . .
H6 H 0.8337 0.2958 0.9268 0.017 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 1.8734(10) 2_666 ?
Cu1 O1 1.8734(10) . ?
Cu1 N21 1.9654(11) 2_666 ?
Cu1 N21 1.9654(11) . ?
C1 O1 1.3258(16) . ?
C1 C6 1.3999(19) . ?
C1 C2 1.4282(18) . ?
C2 C3 1.4140(19) . ?
C2 C21 1.4640(19) . ?
C21 N21 1.2980(17) . ?
C21 C22 1.5065(18) . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
N21 O21 1.3967(15) . ?
O21 H21 0.84 . ?
C3 C4 1.378(2) . ?
C3 H3 0.95 . ?
C4 C5 1.4027(19) . ?
C4 C41 1.5100(19) . ?
C41 H41A 0.98 . ?
C41 H41B 0.98 . ?
C41 H41C 0.98 . ?
C5 C6 1.3796(19) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?

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 Cu1 O1 180 2_666 . ?
O1 Cu1 N21 91.73(5) 2_666 2_666 ?
O1 Cu1 N21 88.27(5) . 2_666 ?
O1 Cu1 N21 88.27(5) 2_666 . ?
O1 Cu1 N21 91.73(5) . . ?
N21 Cu1 N21 180 2_666 . ?
O1 C1 C6 117.36(11) . . ?
O1 C1 C2 124.19(12) . . ?
C6 C1 C2 118.44(12) . . ?
C1 O1 Cu1 128.94(9) . . ?
C3 C2 C1 117.36(12) . . ?
C3 C2 C21 118.32(11) . . ?
C1 C2 C21 124.32(12) . . ?
N21 C21 C2 119.97(11) . . ?
N21 C21 C22 120.15(12) . . ?
C2 C21 C22 119.88(12) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 N21 O21 114.87(10) . . ?
C21 N21 Cu1 130.35(9) . . ?
O21 N21 Cu1 114.44(8) . . ?
N21 O21 H21 109.5 . . ?
C4 C3 C2 123.87(12) . . ?
C4 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
C3 C4 C5 117.46(12) . . ?
C3 C4 C41 121.42(12) . . ?
C5 C4 C41 121.09(13) . . ?
C4 C41 H41A 109.5 . . ?
C4 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C4 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C6 C5 C4 120.81(13) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 122.05(12) . . ?
C5 C6 H6 119 . . ?
C1 C6 H6 119 . . ?

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
O21 H21 O1 0.84 1.88 2.5584(14) 136.5 2_666





#===END
####################################################################### 
# 
# 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_mojvj9
_database_code_depnum_ccdc_archive 'CCDC 1526949'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_date             2011-03-20T11:49:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C22 H30 N4 Ni O10 S2'
_chemical_formula_moiety         'C22 H30 N4 Ni O10 S2'
_chemical_formula_weight         633.33

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-p 2ybc'
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                   10.8252(10)
_cell_length_b                   7.7396(3)
_cell_length_c                   15.3660(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.439(5)
_cell_angle_gamma                90
_cell_volume                     1281.61(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8591
_cell_measurement_theta_min      2.9429
_cell_measurement_theta_max      34.4555

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       fragment
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             660
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.039
-1 1 1 0.0958
-1 0 0 0.1538
1 0 0 0.1256
0 0 1 0.0988
0 0 -1 0.1046
-6 9 9 0.0945
10 8 2 0.1903
-4 6 -16 0.0911

_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.985
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
         CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)

;
_exptl_absorpt_correction_T_min  0.809
_exptl_absorpt_correction_T_max  0.89

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      -0.0153411
_diffrn_orient_matrix_ub_12      0.0282306
_diffrn_orient_matrix_ub_13      -0.0436113
_diffrn_orient_matrix_ub_21      0.0151621
_diffrn_orient_matrix_ub_22      -0.0828202
_diffrn_orient_matrix_ub_23      -0.0156303
_diffrn_orient_matrix_ub_31      -0.0622104
_diffrn_orient_matrix_ub_32      -0.0271661
_diffrn_orient_matrix_ub_33      0.0022974
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_number            16842
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         34.55
_diffrn_reflns_theta_full        33.5
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.949
_reflns_number_total             5188
_reflns_number_gt                4585
_reflns_threshold_expression     I>2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'



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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_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 > 2σ(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)+(0.0415P)²+0.5035P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5188
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.038
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.087
_refine_ls_wR_factor_gt          0.0827
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.079

#----------------------------------------------------------------------------#
#                   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'
H H 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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5 0.5 0.5 0.01052(6) Uani 1 2 d S . .
O1 O 0.32114(8) 0.49671(10) 0.51421(6) 0.01234(15) Uani 1 1 d . . .
C1 C 0.23953(10) 0.39508(14) 0.47471(7) 0.01068(18) Uani 1 1 d . . .
C2 C 0.25035(10) 0.32632(14) 0.38814(7) 0.01127(18) Uani 1 1 d . . .
N21 N 0.46408(9) 0.40013(13) 0.38042(6) 0.01201(17) Uani 1 1 d . . .
C21 C 0.36009(10) 0.35460(14) 0.33868(7) 0.01172(18) Uani 1 1 d . . .
O21 O 0.56315(8) 0.40971(12) 0.32809(6) 0.01551(16) Uani 1 1 d . . .
H21 H 0.618(2) 0.444(3) 0.3606(15) 0.037(6) Uiso 1 1 d . . .
C22 C 0.35131(11) 0.32822(18) 0.24149(8) 0.0182(2) Uani 1 1 d . . .
H22A H 0.4075 0.4086 0.2157 0.027 Uiso 1 1 calc R . .
H22B H 0.266 0.3497 0.2166 0.027 Uiso 1 1 calc R . .
H22C H 0.3747 0.2092 0.2287 0.027 Uiso 1 1 calc R . .
C3 C 0.15332(10) 0.22796(15) 0.34723(7) 0.01301(19) Uani 1 1 d . . .
H3 H 0.1609 0.1872 0.2897 0.016 Uiso 1 1 calc R . .
C4 C 0.04555(10) 0.18608(15) 0.38625(8) 0.0140(2) Uani 1 1 d . . .
C41 C -0.05680(12) 0.08134(18) 0.33826(9) 0.0191(2) Uani 1 1 d . . .
H41A H -0.0894 -0.0014 0.3786 0.029 Uiso 1 1 calc R . .
H41B H -0.0239 0.0187 0.29 0.029 Uiso 1 1 calc R . .
H41C H -0.1236 0.1586 0.3149 0.029 Uiso 1 1 calc R . .
C5 C 0.03566(10) 0.24623(15) 0.46995(8) 0.01366(19) Uani 1 1 d . . .
H5 H -0.0356 0.2179 0.4987 0.016 Uiso 1 1 calc R . .
C6 C 0.12907(10) 0.34832(15) 0.51296(7) 0.01186(18) Uani 1 1 d . . .
N6 N 0.10674(9) 0.40532(14) 0.60006(7) 0.01445(18) Uani 1 1 d . . .
O61 O 0.18163(9) 0.49983(13) 0.64315(6) 0.02024(19) Uani 1 1 d . . .
O62 O 0.01096(9) 0.35563(14) 0.63024(7) 0.0237(2) Uani 1 1 d . . .
O11 O 0.49491(8) 0.75453(11) 0.44390(6) 0.01521(16) Uani 1 1 d . . .
S1 S 0.39519(3) 0.88627(4) 0.416245(19) 0.01418(6) Uani 1 1 d . . .
C11 C 0.28211(12) 0.78247(17) 0.34125(8) 0.0181(2) Uani 1 1 d . . .
H11A H 0.3216 0.7433 0.2899 0.027 Uiso 1 1 calc R . .
H11B H 0.2156 0.8644 0.3229 0.027 Uiso 1 1 calc R . .
H11C H 0.2472 0.6829 0.3698 0.027 Uiso 1 1 calc R . .
C12 C 0.30241(12) 0.91257(17) 0.50593(9) 0.0183(2) Uani 1 1 d . . .
H12A H 0.2753 0.799 0.525 0.027 Uiso 1 1 calc R . .
H12B H 0.2296 0.9834 0.4873 0.027 Uiso 1 1 calc R . .
H12C H 0.3516 0.9697 0.5545 0.027 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Ni1 O1 1.9691(9) 3_666 ?
Ni1 O1 1.9691(9) . ?
Ni1 N21 1.9973(10) . ?
Ni1 N21 1.9973(10) 3_666 ?
Ni1 O11 2.1489(9) 3_666 ?
Ni1 O11 2.1489(9) . ?
O1 C1 1.2907(13) . ?
C1 C6 1.4281(15) . ?
C1 C2 1.4478(16) . ?
C2 C3 1.3974(15) . ?
C2 C21 1.4859(16) . ?
N21 C21 1.2907(14) . ?
N21 O21 1.4021(13) . ?
C21 C22 1.5015(16) . ?
C3 C4 1.3993(16) . ?
C4 C5 1.3814(17) . ?
C4 C41 1.5078(16) . ?
C5 C6 1.3989(16) . ?
C6 N6 1.4511(15) . ?
N6 O61 1.2364(14) . ?
N6 O62 1.2366(14) . ?
O11 S1 1.5161(9) . ?
S1 C11 1.7901(13) . ?
S1 C12 1.7921(13) . ?

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 Ni1 O1 180 3_666 . ?
O1 Ni1 N21 90.61(4) 3_666 . ?
O1 Ni1 N21 89.39(4) . . ?
O1 Ni1 N21 89.39(4) 3_666 3_666 ?
O1 Ni1 N21 90.61(4) . 3_666 ?
N21 Ni1 N21 180 . 3_666 ?
O1 Ni1 O11 93.91(3) 3_666 3_666 ?
O1 Ni1 O11 86.09(3) . 3_666 ?
N21 Ni1 O11 90.55(4) . 3_666 ?
N21 Ni1 O11 89.45(4) 3_666 3_666 ?
O1 Ni1 O11 86.09(3) 3_666 . ?
O1 Ni1 O11 93.91(3) . . ?
N21 Ni1 O11 89.45(4) . . ?
N21 Ni1 O11 90.55(4) 3_666 . ?
O11 Ni1 O11 180 3_666 . ?
C1 O1 Ni1 126.31(7) . . ?
O1 C1 C6 121.56(10) . . ?
O1 C1 C2 123.01(10) . . ?
C6 C1 C2 115.39(10) . . ?
C3 C2 C1 119.39(10) . . ?
C3 C2 C21 116.97(10) . . ?
C1 C2 C21 123.64(10) . . ?
C21 N21 O21 114.08(9) . . ?
C21 N21 Ni1 130.34(8) . . ?
O21 N21 Ni1 114.48(7) . . ?
N21 C21 C2 119.21(10) . . ?
N21 C21 C22 120.09(10) . . ?
C2 C21 C22 120.69(10) . . ?
C2 C3 C4 123.72(11) . . ?
C5 C4 C3 117.53(10) . . ?
C5 C4 C41 121.22(10) . . ?
C3 C4 C41 121.25(11) . . ?
C4 C5 C6 120.92(10) . . ?
C5 C6 C1 123.00(10) . . ?
C5 C6 N6 115.55(10) . . ?
C1 C6 N6 121.45(10) . . ?
O61 N6 O62 120.91(11) . . ?
O61 N6 C6 121.04(10) . . ?
O62 N6 C6 118.05(10) . . ?
S1 O11 Ni1 136.01(5) . . ?
O11 S1 C11 107.69(6) . . ?
O11 S1 C12 107.27(6) . . ?
C11 S1 C12 98.46(6) . . ?

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
O21 H21 O1 0.78(2) 2.03(2) 2.7184(12) 147(2) 3_666
O21 H21 O61 0.78(2) 2.22(2) 2.8438(13) 137(2) 3_666






####################################################################### 
# 
# 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_mojv118c_150k
_database_code_depnum_ccdc_archive 'CCDC 1519182'
_audit_update_record             
;
2016-11-25 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_date             2013-05-27T12:14:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C18 H20 Cu N2 O4'
_chemical_formula_moiety         'C18 H20 Cu N2 O4'
_chemical_formula_weight         391.9

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-p 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2388(2)
_cell_length_b                   8.1434(2)
_cell_length_c                   8.6344(3)
_cell_angle_alpha                71.421(3)
_cell_angle_beta                 79.600(3)
_cell_angle_gamma                85.781(2)
_cell_volume                     408.92(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8968
_cell_measurement_theta_min      3.3
_cell_measurement_theta_max      40.161

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             203
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0507
0 -1 0 0.0239
0 0 1 0.0477
0 0 -1 0.0308
-1 0 0 0.1257
1 0 0 0.1192
0 1 1 0.0575
0 -1 -1 0.0302

_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.362
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
     CrysAlisPro, Oxford Diffraction Ltd.,
Analytical numeric absorption correction using a multifaceted crystal
         model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897

;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.913

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

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      -0.0172956
_diffrn_orient_matrix_ub_12      0.0818068
_diffrn_orient_matrix_ub_13      -0.058099
_diffrn_orient_matrix_ub_21      0.0443125
_diffrn_orient_matrix_ub_22      -0.0331271
_diffrn_orient_matrix_ub_23      -0.0659085
_diffrn_orient_matrix_ub_31      -0.1053678
_diffrn_orient_matrix_ub_32      -0.0256246
_diffrn_orient_matrix_ub_33      -0.0021574
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_number            19572
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         40.86
_diffrn_reflns_theta_full        40
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.979
_reflns_number_total             5231
_reflns_number_gt                4822
_reflns_threshold_expression     I>2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'OrtepII (Johnson, C. K. (1976)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'


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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_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 > 2σ(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)+(0.0428P)²+0.0709P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5231
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.079

#----------------------------------------------------------------------------#
#                   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'
H H 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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5 0.5 0.5 0.01626(4) Uani 1 2 d S . .
C1 C 0.83892(14) 0.32131(11) 0.68349(10) 0.01695(13) Uani 1 1 d . . .
O1 O 0.65311(12) 0.41072(10) 0.67797(8) 0.02087(12) Uani 1 1 d . . .
C2 C 0.96347(14) 0.27719(11) 0.54693(10) 0.01671(12) Uani 1 1 d . . .
C21 C 0.90099(14) 0.32405(12) 0.38193(11) 0.01744(13) Uani 1 1 d . . .
C22 C 1.05131(16) 0.28123(15) 0.24284(12) 0.02320(16) Uani 1 1 d . . .
H22A H 1.0429 0.1574 0.2571 0.035 Uiso 1 1 calc R . .
H22B H 1.2011 0.3091 0.2437 0.035 Uiso 1 1 calc R . .
H22C H 1.008 0.3492 0.1369 0.035 Uiso 1 1 calc R . .
N21 N 0.71502(13) 0.40123(10) 0.35688(9) 0.01784(12) Uani 1 1 d . . .
O21 O 0.67007(12) 0.43436(11) 0.19680(9) 0.02306(13) Uani 1 1 d . . .
H21 H 0.5546 0.4939 0.1868 0.035 Uiso 1 1 calc R . .
C3 C 1.15941(15) 0.18145(12) 0.57221(12) 0.01938(14) Uani 1 1 d . . .
H3 H 1.2434 0.1512 0.4816 0.023 Uiso 1 1 calc R . .
C4 C 1.23572(15) 0.12920(12) 0.72193(12) 0.01925(14) Uani 1 1 d . . .
C41 C 1.44150(17) 0.02134(14) 0.74357(14) 0.02555(17) Uani 1 1 d . . .
H41A H 1.4079 -0.1013 0.7703 0.038 Uiso 1 1 calc R . .
H41B H 1.5034 0.0382 0.8338 0.038 Uiso 1 1 calc R . .
H41C H 1.5471 0.0569 0.6406 0.038 Uiso 1 1 calc R . .
C5 C 1.11075(15) 0.17585(12) 0.85358(11) 0.02015(14) Uani 1 1 d . . .
H5 H 1.1594 0.1433 0.9575 0.024 Uiso 1 1 calc R . .
C6 C 0.91786(15) 0.26852(13) 0.83457(11) 0.01978(14) Uani 1 1 d . . .
H6 H 0.8359 0.2975 0.9265 0.024 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 1.8757(7) . ?
Cu1 O1 1.8757(7) 2_666 ?
Cu1 N21 1.9620(8) . ?
Cu1 N21 1.9620(8) 2_666 ?
C1 O1 1.3228(11) . ?
C1 C6 1.4044(12) . ?
C1 C2 1.4218(12) . ?
C2 C3 1.4134(12) . ?
C2 C21 1.4695(12) . ?
C21 N21 1.2979(12) . ?
C21 C22 1.5018(12) . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
N21 O21 1.3976(10) . ?
O21 H21 0.84 . ?
C3 C4 1.3859(13) . ?
C3 H3 0.95 . ?
C4 C5 1.3985(13) . ?
C4 C41 1.5069(13) . ?
C41 H41A 0.98 . ?
C41 H41B 0.98 . ?
C41 H41C 0.98 . ?
C5 C6 1.3797(13) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?

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 Cu1 O1 180 . 2_666 ?
O1 Cu1 N21 91.71(3) . . ?
O1 Cu1 N21 88.29(3) 2_666 . ?
O1 Cu1 N21 88.29(3) . 2_666 ?
O1 Cu1 N21 91.71(3) 2_666 2_666 ?
N21 Cu1 N21 180 . 2_666 ?
O1 C1 C6 117.27(8) . . ?
O1 C1 C2 124.38(8) . . ?
C6 C1 C2 118.35(8) . . ?
C1 O1 Cu1 128.93(6) . . ?
C3 C2 C1 117.70(8) . . ?
C3 C2 C21 118.08(8) . . ?
C1 C2 C21 124.22(8) . . ?
N21 C21 C2 119.93(8) . . ?
N21 C21 C22 120.05(8) . . ?
C2 C21 C22 120.02(8) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 N21 O21 114.87(7) . . ?
C21 N21 Cu1 130.37(6) . . ?
O21 N21 Cu1 114.43(6) . . ?
N21 O21 H21 109.5 . . ?
C4 C3 C2 123.59(8) . . ?
C4 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
C3 C4 C5 117.42(8) . . ?
C3 C4 C41 121.27(9) . . ?
C5 C4 C41 121.28(9) . . ?
C4 C41 H41A 109.5 . . ?
C4 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C4 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C6 C5 C4 120.90(8) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 122.03(8) . . ?
C5 C6 H6 119 . . ?
C1 C6 H6 119 . . ?

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
O21 H21 O1 0.84 1.88 2.5562(10) 136.7 2_666






#===END
