# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_tv169
_database_code_depnum_ccdc_archive 'CCDC 1569428'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-11-29 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_tv169               
;
PROBLEM: D-H Without Acceptor       O2W    --  H202   ...     Please Check
RESPONSE: COMMENT to ALERT B: The bond O2W--H202 points towards the nitrile nitrogen N4, however at a very long distance of ca. 2.7 \%A This might be the consequence of the fact that the same nitrogen atom accepts already a H-bond from O2-H22.
;
# Added during the CSD deposition process: Thursday 17 August 2017 07:51 AM
# end Validation Reply Form


_audit_creation_date             2017-08-04T08:58:14-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C20 H20 Mg N10 O10'
_chemical_formula_moiety         '(H12 Mg O6), 2(C10 N5), 4(H2 O)'
_chemical_formula_weight         584.77

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
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                   12.1470(3)
_cell_length_b                   6.6285(2)
_cell_length_c                   17.9227(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.4580(10)
_cell_angle_gamma                90
_cell_volume                     1430.86(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9947
_cell_measurement_theta_min      3.0204
_cell_measurement_theta_max      26.3362

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604

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

_exptl_absorpt_coefficient_mu    0.13
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.7147
_exptl_absorpt_correction_T_max  0.7454

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

_diffrn_source                   'rotating anode generator'
_diffrn_source_type              'Bruker TXS'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_number            24200
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.292
_diffrn_reflns_theta_max         26.425
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_Friedel_coverage         0
_reflns_number_total             2935
_reflns_number_gt                2610
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

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

_atom_sites_solution_hydrogens   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+0.5380P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2935
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.097
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.252
_refine_ls_restrained_S_all      1.252
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.058

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
Mg Mg 0.0486 0.0363 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N5 N -0.39666(11) -0.1078(2) -0.24577(8) 0.0274(3) Uani 1 1 d . . . . .
O1W O 0.70317(9) 0.49351(16) 0.05180(7) 0.0202(2) Uani 1 1 d . . . . .
O2W O 0.58826(9) 0.43552(16) -0.14499(6) 0.0204(2) Uani 1 1 d . . . . .
H11 H 0.573(2) 0.335(4) 0.0599(12) 0.047(6) Uiso 1 1 d . . . . .
H12 H 0.4737(19) 0.330(4) 0.0908(13) 0.048(6) Uiso 1 1 d . . . . .
H21 H 0.3608(18) 0.247(4) -0.0745(12) 0.037(6) Uiso 1 1 d . . . . .
H22 H 0.3540(18) 0.079(3) -0.1212(13) 0.039(6) Uiso 1 1 d . . . . .
H31 H 0.6257(18) 0.196(4) -0.0883(12) 0.042(6) Uiso 1 1 d . . . . .
H32 H 0.697(2) 0.095(3) -0.0343(13) 0.042(6) Uiso 1 1 d . . . . .
H101 H 0.7602(19) 0.467(3) 0.0826(13) 0.039(6) Uiso 1 1 d . . . . .
H201 H 0.531(2) 0.410(3) -0.1845(13) 0.048(6) Uiso 1 1 d . . . . .
H202 H 0.633(2) 0.489(4) -0.1743(16) 0.063(8) Uiso 1 1 d . . . . .
H102 H 0.7331(18) 0.498(3) 0.0100(13) 0.040(6) Uiso 1 1 d . . . . .
C1 C -0.12550(11) -0.1089(2) -0.13852(7) 0.0147(3) Uani 1 1 d . . . . .
C2 C -0.02746(11) 0.0062(2) -0.12304(7) 0.0143(3) Uani 1 1 d . . . . .
C3 C -0.04365(11) 0.1888(2) -0.16301(7) 0.0147(3) Uani 1 1 d . . . . .
C4 C -0.15105(11) 0.1865(2) -0.20330(7) 0.0152(3) Uani 1 1 d . . . . .
C5 C -0.20130(11) 0.0029(2) -0.18833(7) 0.0149(3) Uani 1 1 d . . . . .
C6 C -0.15039(11) -0.2940(2) -0.10459(8) 0.0166(3) Uani 1 1 d . . . . .
C7 C 0.06915(11) -0.0439(2) -0.07273(8) 0.0153(3) Uani 1 1 d . . . . .
C8 C 0.03321(11) 0.3514(2) -0.15883(8) 0.0173(3) Uani 1 1 d . . . . .
C9 C -0.20144(11) 0.3404(2) -0.25163(8) 0.0174(3) Uani 1 1 d . . . . .
C10 C -0.30972(12) -0.0595(2) -0.21957(8) 0.0182(3) Uani 1 1 d . . . . .
N1 N -0.17527(11) -0.4407(2) -0.07713(7) 0.0230(3) Uani 1 1 d . . . . .
N2 N 0.14758(10) -0.0787(2) -0.03158(7) 0.0205(3) Uani 1 1 d . . . . .
N3 N 0.09525(11) 0.4828(2) -0.15339(7) 0.0237(3) Uani 1 1 d . . . . .
N4 N -0.24528(11) 0.4626(2) -0.28982(7) 0.0248(3) Uani 1 1 d . . . . .
O1 O 0.51625(9) 0.26612(16) 0.05952(6) 0.0200(2) Uani 1 1 d . . . . .
O2 O 0.39276(8) 0.14066(17) -0.08205(6) 0.0184(2) Uani 1 1 d . . . . .
O3 O 0.63216(8) 0.08932(16) -0.05436(6) 0.0172(2) Uani 1 1 d . . . . .
Mg1 Mg 0.5 0 0 0.01322(16) Uani 1 2 d S . P . .



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

_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
N5 C10 1.144(2) . ?
O1W H101 0.85(2) . ?
O1W H102 0.88(2) . ?
O2W H201 0.94(2) . ?
O2W H202 0.88(3) . ?
C1 C5 1.4072(19) . ?
C1 C2 1.4113(19) . ?
C1 C6 1.419(2) . ?
C2 C3 1.4075(19) . ?
C2 C7 1.4232(19) . ?
C3 C4 1.4068(19) . ?
C3 C8 1.421(2) . ?
C4 C5 1.403(2) . ?
C4 C9 1.424(2) . ?
C5 C10 1.4239(19) . ?
C6 N1 1.1481(19) . ?
C7 N2 1.1499(18) . ?
C8 N3 1.1478(19) . ?
C9 N4 1.146(2) . ?
O1 Mg1 2.0576(10) . ?
O1 H11 0.83(3) . ?
O1 H12 0.91(2) . ?
O2 Mg1 2.0570(10) . ?
O2 H21 0.82(2) . ?
O2 H22 0.89(2) . ?
O3 Mg1 2.0695(10) . ?
O3 H31 0.93(2) . ?
O3 H32 0.83(2) . ?
Mg1 O2 2.0570(10) 3_655 ?
Mg1 O1 2.0576(10) 3_655 ?
Mg1 O3 2.0695(10) 3_655 ?

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
H101 O1W H102 99.9(19) . . ?
H201 O2W H202 94(2) . . ?
C5 C1 C2 107.82(12) . . ?
C5 C1 C6 124.66(12) . . ?
C2 C1 C6 127.18(12) . . ?
C3 C2 C1 107.84(12) . . ?
C3 C2 C7 124.91(12) . . ?
C1 C2 C7 127.15(13) . . ?
C4 C3 C2 108.10(12) . . ?
C4 C3 C8 126.48(13) . . ?
C2 C3 C8 125.29(12) . . ?
C5 C4 C3 107.99(12) . . ?
C5 C4 C9 125.06(13) . . ?
C3 C4 C9 126.95(13) . . ?
C4 C5 C1 108.24(12) . . ?
C4 C5 C10 125.43(13) . . ?
C1 C5 C10 126.32(13) . . ?
N1 C6 C1 176.96(14) . . ?
N2 C7 C2 178.07(15) . . ?
N3 C8 C3 178.16(15) . . ?
N4 C9 C4 177.76(16) . . ?
N5 C10 C5 178.85(16) . . ?
Mg1 O1 H11 120.0(16) . . ?
Mg1 O1 H12 133.7(14) . . ?
H11 O1 H12 106(2) . . ?
Mg1 O2 H21 122.6(14) . . ?
Mg1 O2 H22 124.9(14) . . ?
H21 O2 H22 108.1(19) . . ?
Mg1 O3 H31 121.5(13) . . ?
Mg1 O3 H32 124.4(15) . . ?
H31 O3 H32 104(2) . . ?
O2 Mg1 O2 180 3_655 . ?
O2 Mg1 O1 89.50(4) 3_655 3_655 ?
O2 Mg1 O1 90.50(4) . 3_655 ?
O2 Mg1 O1 90.50(4) 3_655 . ?
O2 Mg1 O1 89.50(4) . . ?
O1 Mg1 O1 180 3_655 . ?
O2 Mg1 O3 89.52(4) 3_655 3_655 ?
O2 Mg1 O3 90.48(4) . 3_655 ?
O1 Mg1 O3 88.32(4) 3_655 3_655 ?
O1 Mg1 O3 91.68(4) . 3_655 ?
O2 Mg1 O3 90.48(4) 3_655 . ?
O2 Mg1 O3 89.52(4) . . ?
O1 Mg1 O3 91.68(4) 3_655 . ?
O1 Mg1 O3 88.32(4) . . ?
O3 Mg1 O3 180 3_655 . ?

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 H11 O1W 0.83(3) 1.92(3) 2.7436(15) 175(2) .
O1 H12 O2W 0.91(2) 2.03(2) 2.8938(15) 157(2) 3_665
O2 H21 O1W 0.82(2) 1.95(2) 2.7742(15) 175(2) 3_665
O2 H22 N4 0.89(2) 2.08(2) 2.9678(17) 171.7(19) 2_544
O3 H31 O2W 0.93(2) 1.91(2) 2.8220(15) 167.2(19) .
O3 H32 N2 0.83(2) 2.09(2) 2.9097(16) 170(2) 3_655
O1W H101 N3 0.85(2) 2.06(2) 2.8598(17) 159(2) 3_665
O2W H201 N5 0.94(2) 1.93(2) 2.8548(17) 168(2) 2_554

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_tq036
_database_code_depnum_ccdc_archive 'CCDC 1569429'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-11-29 downloaded from the CCDC.
;

_audit_creation_date             2017-08-04T08:52:08-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C20 H12 Ca N10 O6'
_chemical_formula_moiety         'C10 H10 Ca N5 O5, C10 N5, H2 O'
_chemical_formula_weight         528.48

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   11.0319(5)
_cell_length_b                   12.4908(5)
_cell_length_c                   17.7452(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2445.24(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9828
_cell_measurement_theta_min      2.4632
_cell_measurement_theta_max      25.3843

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080

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

_exptl_absorpt_coefficient_mu    0.314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.7039
_exptl_absorpt_correction_T_max  0.7452

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

_diffrn_source                   'micro source'
_diffrn_source_type              'Bruker I\mS'
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measurement_device_type  'D8 Quest'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_number            39685
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.295
_diffrn_reflns_theta_max         25.41
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_coverage         0.761
_reflns_number_total             4490
_reflns_number_gt                4219
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

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

_atom_sites_solution_hydrogens   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²+0.3608P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4490
_refine_ls_number_parameters     382
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0544
_refine_ls_wR_factor_gt          0.0524
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1730 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(9)
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
Ca Ca 0.2262 0.3064 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.61851(4) 0.39649(3) 0.23307(2) 0.01450(11) Uani 1 1 d . . . . .
C1 C 0.31163(18) 0.53278(16) 0.03860(12) 0.0164(4) Uani 1 1 d . . . . .
C2 C 0.28790(19) 0.64334(16) 0.04159(12) 0.0169(4) Uani 1 1 d . . . . .
C3 C 0.21571(19) 0.67008(16) -0.02071(12) 0.0174(5) Uani 1 1 d . . . . .
C4 C 0.19558(19) 0.57609(16) -0.06259(11) 0.0165(4) Uani 1 1 d . . . . .
C5 C 0.25560(19) 0.49114(17) -0.02603(11) 0.0159(4) Uani 1 1 d . . . . .
C6 C 0.3780(2) 0.47401(16) 0.09388(12) 0.0181(4) Uani 1 1 d . . . . .
C7 C 0.33010(19) 0.71359(17) 0.09912(12) 0.0183(5) Uani 1 1 d . . . . .
C8 C 0.1651(2) 0.77212(17) -0.03637(12) 0.0193(5) Uani 1 1 d . . . . .
C9 C 0.1219(2) 0.56916(16) -0.12834(12) 0.0175(4) Uani 1 1 d . . . . .
C10 C 0.25378(19) 0.38097(17) -0.04681(11) 0.0185(5) Uani 1 1 d . . . . .
N1 N 0.43094(18) 0.43021(15) 0.13987(11) 0.0242(4) Uani 1 1 d . . . . .
N2 N 0.36365(18) 0.76753(15) 0.14699(10) 0.0250(4) Uani 1 1 d . . . . .
N3 N 0.1205(2) 0.85326(15) -0.04861(11) 0.0293(5) Uani 1 1 d . . . . .
N4 N 0.05917(18) 0.56621(15) -0.17961(11) 0.0234(4) Uani 1 1 d . . . . .
N5 N 0.25208(19) 0.29187(16) -0.06076(11) 0.0278(5) Uani 1 1 d . . . . .
O1 O 0.55095(17) 0.22402(14) 0.19764(11) 0.0269(4) Uani 1 1 d . . . . .
H11 H 0.527(3) 0.181(2) 0.2273(17) 0.035(8) Uiso 1 1 d . . . . .
H12 H 0.508(4) 0.217(3) 0.160(2) 0.080(13) Uiso 1 1 d . . . . .
O2 O 0.81670(15) 0.31641(15) 0.22963(11) 0.0271(4) Uani 1 1 d . . . . .
H21 H 0.865(3) 0.329(3) 0.264(2) 0.057(10) Uiso 1 1 d . . . . .
H22 H 0.827(3) 0.255(3) 0.2194(18) 0.054(10) Uiso 1 1 d . . . . .
O3 O 0.73536(19) 0.49213(15) 0.32475(10) 0.0293(4) Uani 1 1 d . . . . .
H31 H 0.710(4) 0.542(3) 0.352(2) 0.075(13) Uiso 1 1 d . . . . .
H32 H 0.789(3) 0.470(3) 0.3442(18) 0.044(10) Uiso 1 1 d . . . . .
O4 O 0.59163(15) 0.58822(13) 0.20845(9) 0.0216(3) Uani 1 1 d . . . . .
H41 H 0.657(3) 0.623(2) 0.2182(17) 0.048(9) Uiso 1 1 d . . . . .
H42 H 0.576(3) 0.599(3) 0.1639(19) 0.056(10) Uiso 1 1 d . . . . .
O5 O 0.69611(16) 0.42136(14) 0.10708(9) 0.0255(4) Uani 1 1 d . . . . .
H51 H 0.716(3) 0.361(3) 0.085(2) 0.066(11) Uiso 1 1 d . . . . .
H52 H 0.660(3) 0.454(3) 0.0738(19) 0.058(11) Uiso 1 1 d . . . . .
C101 C 0.0761(2) 0.45134(17) 0.17079(13) 0.0219(5) Uani 1 1 d . . . . .
C102 C 0.0124(2) 0.47864(17) 0.10524(13) 0.0208(5) Uani 1 1 d . . . . .
C103 C -0.00258(19) 0.38524(19) 0.06200(12) 0.0215(5) Uani 1 1 d . . . . .
C104 C 0.0524(2) 0.29987(17) 0.10087(12) 0.0212(5) Uani 1 1 d . . . . .
C105 C 0.1017(2) 0.34066(17) 0.16813(13) 0.0216(5) Uani 1 1 d . . . . .
C106 C 0.1097(2) 0.52421(18) 0.22859(14) 0.0287(5) Uani 1 1 d . . . . .
C107 C -0.0253(2) 0.58474(19) 0.08632(13) 0.0252(5) Uani 1 1 d . . . . .
C108 C -0.0592(2) 0.37828(18) -0.00971(13) 0.0239(5) Uani 1 1 d . . . . .
C109 C 0.0573(2) 0.19081(19) 0.07696(13) 0.0241(5) Uani 1 1 d . . . . .
C110 C 0.1649(2) 0.28068(18) 0.22333(14) 0.0272(5) Uani 1 1 d . . . . .
N101 N 0.1364(2) 0.58491(18) 0.27401(13) 0.0462(6) Uani 1 1 d . . . . .
N102 N -0.0509(2) 0.67077(17) 0.07280(13) 0.0376(5) Uani 1 1 d . . . . .
N103 N -0.1033(2) 0.37263(17) -0.06816(12) 0.0357(5) Uani 1 1 d . . . . .
N104 N 0.0609(2) 0.10338(18) 0.05768(12) 0.0354(5) Uani 1 1 d . . . . .
N105 N 0.2163(2) 0.23123(18) 0.26715(14) 0.0416(5) Uani 1 1 d . . . . .
O10 O 0.03564(18) 0.88205(19) 0.13945(12) 0.0392(5) Uani 1 1 d . . . . .
H101 H 0.020(4) 0.932(4) 0.110(2) 0.098(16) Uiso 1 1 d . . . . .
H102 H 0.015(4) 0.829(3) 0.114(2) 0.088(15) Uiso 1 1 d . . . . .



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

_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
Ca1 O1 2.3646(17) . ?
Ca1 O3 2.3949(18) . ?
Ca1 O2 2.4052(17) . ?
Ca1 O5 2.4141(16) . ?
Ca1 O4 2.4524(16) . ?
Ca1 N4 2.5417(19) 2_565 ?
Ca1 N2 2.6764(19) 4_645 ?
Ca1 N1 2.6823(19) . ?
C1 C5 1.403(3) . ?
C1 C2 1.407(3) . ?
C1 C6 1.427(3) . ?
C2 C3 1.403(3) . ?
C2 C7 1.424(3) . ?
C3 C4 1.407(3) . ?
C3 C8 1.419(3) . ?
C4 C5 1.409(3) . ?
C4 C9 1.425(3) . ?
C5 C10 1.425(3) . ?
C6 N1 1.143(3) . ?
C7 N2 1.146(3) . ?
C8 N3 1.147(3) . ?
C9 N4 1.144(3) . ?
C10 N5 1.140(3) . ?
N2 Ca1 2.6764(19) 4_655 ?
N4 Ca1 2.5417(19) 2_564 ?
O1 H11 0.80(3) . ?
O1 H12 0.83(4) . ?
O2 H21 0.83(4) . ?
O2 H22 0.80(4) . ?
O3 H31 0.83(4) . ?
O3 H32 0.74(4) . ?
O4 H41 0.86(3) . ?
O4 H42 0.82(3) . ?
O5 H51 0.88(4) . ?
O5 H52 0.82(3) . ?
C101 C102 1.401(3) . ?
C101 C105 1.412(3) . ?
C101 C106 1.421(3) . ?
C102 C103 1.406(3) . ?
C102 C107 1.429(3) . ?
C103 C104 1.408(3) . ?
C103 C108 1.420(3) . ?
C104 C105 1.407(3) . ?
C104 C109 1.428(3) . ?
C105 C110 1.416(3) . ?
C106 N101 1.145(3) . ?
C107 N102 1.137(3) . ?
C108 N103 1.148(3) . ?
C109 N104 1.145(3) . ?
C110 N105 1.144(3) . ?
O10 H101 0.83(5) . ?
O10 H102 0.83(4) . ?

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 Ca1 O3 143.58(7) . . ?
O1 Ca1 O2 84.31(7) . . ?
O3 Ca1 O2 74.65(7) . . ?
O1 Ca1 O5 89.01(6) . . ?
O3 Ca1 O5 111.97(6) . . ?
O2 Ca1 O5 73.00(6) . . ?
O1 Ca1 O4 143.53(7) . . ?
O3 Ca1 O4 72.48(6) . . ?
O2 Ca1 O4 120.77(6) . . ?
O5 Ca1 O4 75.65(6) . . ?
O1 Ca1 N4 94.94(6) . 2_565 ?
O3 Ca1 N4 84.81(7) . 2_565 ?
O2 Ca1 N4 142.44(6) . 2_565 ?
O5 Ca1 N4 144.54(6) . 2_565 ?
O4 Ca1 N4 80.58(6) . 2_565 ?
O1 Ca1 N2 71.72(6) . 4_645 ?
O3 Ca1 N2 73.77(6) . 4_645 ?
O2 Ca1 N2 72.72(6) . 4_645 ?
O5 Ca1 N2 141.98(6) . 4_645 ?
O4 Ca1 N2 137.59(6) . 4_645 ?
N4 Ca1 N2 71.47(6) 2_565 4_645 ?
O1 Ca1 N1 74.69(6) . . ?
O3 Ca1 N1 139.09(7) . . ?
O2 Ca1 N1 138.68(7) . . ?
O5 Ca1 N1 71.48(6) . . ?
O4 Ca1 N1 69.11(6) . . ?
N4 Ca1 N1 75.65(6) 2_565 . ?
N2 Ca1 N1 129.91(6) 4_645 . ?
C5 C1 C2 108.23(18) . . ?
C5 C1 C6 126.67(18) . . ?
C2 C1 C6 125.06(19) . . ?
C3 C2 C1 108.04(18) . . ?
C3 C2 C7 127.13(19) . . ?
C1 C2 C7 124.82(19) . . ?
C2 C3 C4 107.89(18) . . ?
C2 C3 C8 126.28(19) . . ?
C4 C3 C8 125.71(19) . . ?
C3 C4 C5 108.12(17) . . ?
C3 C4 C9 124.98(18) . . ?
C5 C4 C9 126.83(18) . . ?
C1 C5 C4 107.72(17) . . ?
C1 C5 C10 125.16(19) . . ?
C4 C5 C10 126.99(19) . . ?
N1 C6 C1 177.4(2) . . ?
N2 C7 C2 177.8(2) . . ?
N3 C8 C3 177.8(2) . . ?
N4 C9 C4 177.1(2) . . ?
N5 C10 C5 177.5(2) . . ?
C6 N1 Ca1 155.45(17) . . ?
C7 N2 Ca1 165.31(18) . 4_655 ?
C9 N4 Ca1 161.03(17) . 2_564 ?
Ca1 O1 H11 123(2) . . ?
Ca1 O1 H12 119(3) . . ?
H11 O1 H12 106(3) . . ?
Ca1 O2 H21 119(2) . . ?
Ca1 O2 H22 122(2) . . ?
H21 O2 H22 105(3) . . ?
Ca1 O3 H31 126(3) . . ?
Ca1 O3 H32 124(2) . . ?
H31 O3 H32 106(3) . . ?
Ca1 O4 H41 111(2) . . ?
Ca1 O4 H42 111(2) . . ?
H41 O4 H42 107(3) . . ?
Ca1 O5 H51 113(2) . . ?
Ca1 O5 H52 124(2) . . ?
H51 O5 H52 103(3) . . ?
C102 C101 C105 108.1(2) . . ?
C102 C101 C106 125.1(2) . . ?
C105 C101 C106 126.8(2) . . ?
C101 C102 C103 108.05(19) . . ?
C101 C102 C107 124.5(2) . . ?
C103 C102 C107 127.4(2) . . ?
C102 C103 C104 108.10(19) . . ?
C102 C103 C108 126.3(2) . . ?
C104 C103 C108 125.6(2) . . ?
C105 C104 C103 107.94(19) . . ?
C105 C104 C109 125.7(2) . . ?
C103 C104 C109 126.4(2) . . ?
C104 C105 C101 107.8(2) . . ?
C104 C105 C110 125.8(2) . . ?
C101 C105 C110 126.4(2) . . ?
N101 C106 C101 178.4(3) . . ?
N102 C107 C102 177.1(3) . . ?
N103 C108 C103 179.0(2) . . ?
N104 C109 C104 179.8(3) . . ?
N105 C110 C105 179.0(3) . . ?
H101 O10 H102 102(4) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_vv334
_database_code_depnum_ccdc_archive 'CCDC 1569432'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-11-29 downloaded from the CCDC.
;

_audit_creation_date             2017-08-04T08:38:11-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C18 H8 Ba N8 O3'
_chemical_formula_moiety         'C18 H8 Ba N8 O3'
_chemical_formula_weight         521.66
_chemical_absolute_configuration unk

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P bn21'
_symmetry_space_group_name_Hall  'P 2c -2ab'
_symmetry_Int_Tables_number      33
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   6.8320(2)
_cell_length_b                   13.8221(4)
_cell_length_c                   21.1263(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1995.01(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9798
_cell_measurement_theta_min      2.9474
_cell_measurement_theta_max      27.4761

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008

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

_exptl_absorpt_coefficient_mu    2.028
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.6851
_exptl_absorpt_correction_T_max  0.7456

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

_diffrn_source                   'rotating anode generator'
_diffrn_source_type              'Bruker TXS'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_number            36043
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.101
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     1
_reflns_Friedel_coverage         0.948
_reflns_number_total             4557
_reflns_number_gt                4351
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

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

_atom_sites_solution_hydrogens   difmap

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

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0150P)²+0.8519P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4557
_refine_ls_number_parameters     299
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0154
_refine_ls_wR_factor_ref         0.0363
_refine_ls_wR_factor_gt          0.0352
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.532(17)
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.055

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
Ba Ba -0.3244 2.2819 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.1908(5) 0.0900(2) 0.32256(15) 0.0117(6) Uani 1 1 d . . . . .
C12 C 0.1462(5) -0.0045(2) 0.30043(15) 0.0110(6) Uani 1 1 d . . . . .
C13 C 0.1351(5) 0.0013(2) 0.23382(15) 0.0118(6) Uani 1 1 d . . . . .
C14 C 0.1737(5) 0.0982(2) 0.21646(15) 0.0110(6) Uani 1 1 d . . . . .
C15 C 0.2067(5) 0.1530(2) 0.27123(16) 0.0130(6) Uani 1 1 d . . . . .
C16 C 0.2193(5) 0.1161(2) 0.38722(15) 0.0128(6) Uani 1 1 d . . . . .
C17 C 0.1175(5) -0.0884(2) 0.33798(15) 0.0133(6) Uani 1 1 d . . . . .
C18 C 0.0929(5) -0.0765(2) 0.19211(16) 0.0134(6) Uani 1 1 d . . . . .
C19 C 0.1741(5) 0.1355(2) 0.15348(16) 0.0137(6) Uani 1 1 d . . . . .
C21 C 0.6757(5) 0.0948(2) 0.25244(15) 0.0113(6) Uani 1 1 d . . . . .
C22 C 0.6325(5) 0.0018(2) 0.22730(15) 0.0106(6) Uani 1 1 d . . . . .
C23 C 0.6310(5) 0.0096(2) 0.16092(15) 0.0108(6) Uani 1 1 d . . . . .
C24 C 0.6730(5) 0.1070(2) 0.14559(15) 0.0125(6) Uani 1 1 d . . . . .
C25 C 0.6992(5) 0.1596(2) 0.20196(16) 0.0128(6) Uani 1 1 d . . . . .
C26 C 0.6849(5) 0.1177(2) 0.31794(15) 0.0136(6) Uani 1 1 d . . . . .
C27 C 0.6012(5) -0.0839(2) 0.26300(15) 0.0130(6) Uani 1 1 d . . . . .
C28 C 0.5879(5) -0.0655(2) 0.11689(15) 0.0134(6) Uani 1 1 d . . . . .
C29 C 0.6929(5) 0.1424(2) 0.08286(16) 0.0140(7) Uani 1 1 d . . . . .
N11 N 0.2455(4) 0.13952(19) 0.43867(13) 0.0172(6) Uani 1 1 d . . . . .
N12 N 0.0947(4) -0.1553(2) 0.36914(13) 0.0198(6) Uani 1 1 d . . . . .
N13 N 0.0578(5) -0.1381(2) 0.15755(14) 0.0201(6) Uani 1 1 d . . . . .
N14 N 0.1727(4) 0.1667(2) 0.10326(14) 0.0195(6) Uani 1 1 d . . . . .
N21 N 0.6875(4) 0.1357(2) 0.37118(13) 0.0179(6) Uani 1 1 d . . . . .
N22 N 0.5776(5) -0.1526(2) 0.29222(14) 0.0202(6) Uani 1 1 d . . . . .
N23 N 0.5507(4) -0.1242(2) 0.08044(13) 0.0194(6) Uani 1 1 d . . . . .
N24 N 0.7130(4) 0.1687(2) 0.03176(14) 0.0170(6) Uani 1 1 d . . . . .
O1 O 0.9008(4) 0.14737(17) 0.52307(11) 0.0158(5) Uani 1 1 d D . . . .
O2 O 0.6444(4) 0.45378(16) 0.47593(17) 0.0279(5) Uani 1 1 d D . . . .
O3 O 0.9248(4) 0.3266(2) 0.42645(12) 0.0214(5) Uani 1 1 d D . . . .
Ba1 Ba 0.58430(2) 0.25671(2) 0.48082(4) 0.00900(5) Uani 1 1 d . . . . .
H11 H 0.235(5) 0.226(3) 0.2694(17) 0.007(8) Uiso 1 1 d . . . . .
H12W H 0.999(5) 0.157(3) 0.5055(19) 0.036(5) Uiso 1 1 d D U . . .
H21 H 0.721(5) 0.221(3) 0.2061(17) 0.012(9) Uiso 1 1 d . . . . .
H21W H 0.633(6) 0.503(2) 0.494(2) 0.036(5) Uiso 1 1 d D U . . .
H22W H 0.740(5) 0.453(3) 0.4561(19) 0.036(5) Uiso 1 1 d D U . . .
H31W H 0.950(6) 0.318(3) 0.3913(12) 0.036(5) Uiso 1 1 d D U . . .
H11W H 0.911(7) 0.151(3) 0.5590(11) 0.036(5) Uiso 1 1 d D U . . .
H32W H 1.025(5) 0.325(3) 0.443(2) 0.036(5) Uiso 1 1 d D U . . .



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

_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
C11 C15 1.396(4) . ?
C11 C12 1.419(4) . ?
C11 C16 1.426(4) . ?
C12 C13 1.411(4) . ?
C12 C17 1.419(4) . ?
C13 C14 1.413(4) . ?
C13 C18 1.420(4) . ?
C14 C15 1.401(5) . ?
C14 C19 1.427(4) . ?
C15 H11 1.02(4) . ?
C16 N11 1.148(4) . ?
C17 N12 1.146(4) . ?
C18 N13 1.147(4) . ?
C19 N14 1.145(5) . ?
C21 C25 1.401(4) . ?
C21 C22 1.422(4) . ?
C21 C26 1.421(4) . ?
C22 C23 1.406(4) . ?
C22 C27 1.421(4) . ?
C23 C24 1.415(4) . ?
C23 C28 1.425(4) . ?
C24 C25 1.407(5) . ?
C24 C29 1.419(5) . ?
C25 H21 0.87(4) . ?
C26 N21 1.152(4) . ?
C27 N22 1.143(4) . ?
C28 N23 1.147(4) . ?
C29 N24 1.148(4) . ?
N11 Ba1 2.962(3) . ?
N12 Ba1 2.923(3) 3_545 ?
N14 Ba1 2.859(3) 4_454 ?
N21 Ba1 2.943(3) . ?
N23 Ba1 2.938(3) 2_654 ?
N24 Ba1 2.942(3) 4_554 ?
O1 Ba1 2.785(2) . ?
O1 H12W 0.78(2) . ?
O1 H11W 0.76(2) . ?
O2 Ba1 2.757(2) . ?
O2 H21W 0.78(2) . ?
O2 H22W 0.78(2) . ?
O3 Ba1 2.768(3) . ?
O3 H31W 0.77(2) . ?
O3 H32W 0.77(2) . ?
Ba1 N14 2.859(3) 4 ?
Ba1 N12 2.923(3) 3 ?
Ba1 N23 2.938(3) 2_655 ?
Ba1 N24 2.942(3) 4_455 ?
Ba1 H22W 2.97(4) . ?

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
C15 C11 C12 109.6(3) . . ?
C15 C11 C16 125.1(3) . . ?
C12 C11 C16 125.3(3) . . ?
C13 C12 C11 106.7(3) . . ?
C13 C12 C17 126.6(3) . . ?
C11 C12 C17 126.7(3) . . ?
C14 C13 C12 107.6(3) . . ?
C14 C13 C18 126.5(3) . . ?
C12 C13 C18 125.9(3) . . ?
C15 C14 C13 109.2(3) . . ?
C15 C14 C19 125.0(3) . . ?
C13 C14 C19 125.8(3) . . ?
C11 C15 C14 106.9(3) . . ?
C11 C15 H11 131(2) . . ?
C14 C15 H11 122(2) . . ?
N11 C16 C11 177.9(3) . . ?
N12 C17 C12 178.9(4) . . ?
N13 C18 C13 178.7(4) . . ?
N14 C19 C14 178.9(4) . . ?
C25 C21 C22 108.5(3) . . ?
C25 C21 C26 126.4(3) . . ?
C22 C21 C26 125.0(3) . . ?
C23 C22 C27 126.3(3) . . ?
C23 C22 C21 107.7(3) . . ?
C27 C22 C21 125.9(3) . . ?
C22 C23 C24 107.4(3) . . ?
C22 C23 C28 126.7(3) . . ?
C24 C23 C28 125.9(3) . . ?
C25 C24 C23 108.9(3) . . ?
C25 C24 C29 126.9(3) . . ?
C23 C24 C29 124.1(3) . . ?
C21 C25 C24 107.5(3) . . ?
C21 C25 H21 125(2) . . ?
C24 C25 H21 128(2) . . ?
N21 C26 C21 178.3(4) . . ?
N22 C27 C22 179.2(4) . . ?
N23 C28 C23 178.2(4) . . ?
N24 C29 C24 177.9(4) . . ?
C16 N11 Ba1 124.1(2) . . ?
C17 N12 Ba1 148.9(3) . 3_545 ?
C19 N14 Ba1 168.3(3) . 4_454 ?
C26 N21 Ba1 152.5(3) . . ?
C28 N23 Ba1 172.4(3) . 2_654 ?
C29 N24 Ba1 123.9(2) . 4_554 ?
Ba1 O1 H12W 115(3) . . ?
Ba1 O1 H11W 111(4) . . ?
H12W O1 H11W 112(5) . . ?
Ba1 O2 H21W 146(3) . . ?
Ba1 O2 H22W 98(3) . . ?
H21W O2 H22W 111(4) . . ?
Ba1 O3 H31W 123(4) . . ?
Ba1 O3 H32W 123(4) . . ?
H31W O3 H32W 104(5) . . ?
O2 Ba1 O3 60.97(8) . . ?
O2 Ba1 O1 115.64(8) . . ?
O3 Ba1 O1 70.72(7) . . ?
O2 Ba1 N14 68.70(10) . 4 ?
O3 Ba1 N14 93.95(8) . 4 ?
O1 Ba1 N14 75.34(8) . 4 ?
O2 Ba1 N12 67.72(10) . 3 ?
O3 Ba1 N12 82.62(8) . 3 ?
O1 Ba1 N12 144.04(8) . 3 ?
N14 Ba1 N12 131.66(8) 4 3 ?
O2 Ba1 N23 133.58(10) . 2_655 ?
O3 Ba1 N23 141.11(8) . 2_655 ?
O1 Ba1 N23 71.09(8) . 2_655 ?
N14 Ba1 N23 69.45(8) 4 2_655 ?
N12 Ba1 N23 134.93(8) 3 2_655 ?
O2 Ba1 N24 78.21(8) . 4_455 ?
O3 Ba1 N24 138.95(8) . 4_455 ?
O1 Ba1 N24 137.93(9) . 4_455 ?
N14 Ba1 N24 73.83(8) 4 4_455 ?
N12 Ba1 N24 77.80(8) 3 4_455 ?
N23 Ba1 N24 71.69(8) 2_655 4_455 ?
O2 Ba1 N21 119.77(10) . . ?
O3 Ba1 N21 70.75(8) . . ?
O1 Ba1 N21 75.99(8) . . ?
N14 Ba1 N21 150.68(8) 4 . ?
N12 Ba1 N21 72.62(8) 3 . ?
N23 Ba1 N21 106.54(8) 2_655 . ?
N24 Ba1 N21 133.92(8) 4_455 . ?
O2 Ba1 N11 130.20(8) . . ?
O3 Ba1 N11 136.27(8) . . ?
O1 Ba1 N11 113.97(7) . . ?
N14 Ba1 N11 129.75(9) 4 . ?
N12 Ba1 N11 69.99(8) 3 . ?
N23 Ba1 N11 68.24(8) 2_655 . ?
N24 Ba1 N11 68.15(7) 4_455 . ?
N21 Ba1 N11 68.88(8) . . ?
O2 Ba1 H22W 15.0(5) . . ?
O3 Ba1 H22W 46.1(6) . . ?
O1 Ba1 H22W 106.0(8) . . ?
N14 Ba1 H22W 75.2(8) 4 . ?
N12 Ba1 H22W 68.0(9) 3 . ?
N23 Ba1 H22W 144.1(8) 2_655 . ?
N24 Ba1 H22W 93.0(6) 4_455 . ?
N21 Ba1 H22W 107.2(6) . . ?
N11 Ba1 H22W 136.7(9) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_uv016
_database_code_depnum_ccdc_archive 'CCDC 1569431'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-11-29 downloaded from the CCDC.
;

_audit_creation_date             2017-08-04T08:26:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C18 H12 N8 O5 Sr'
_chemical_formula_moiety         'C18 H10 N8 O4 Sr, H2 O'
_chemical_formula_weight         507.98

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_Int_Tables_number      11
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.2643(2)
_cell_length_b                   22.2182(7)
_cell_length_c                   7.5502(2)
_cell_angle_alpha                90
_cell_angle_beta                 116.1240(10)
_cell_angle_gamma                90
_cell_volume                     1094.11(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9503
_cell_measurement_theta_min      3.0049
_cell_measurement_theta_max      27.4999

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             508

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

_exptl_absorpt_coefficient_mu    2.51
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.5896
_exptl_absorpt_correction_T_max  0.6468

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

_diffrn_source                   'rotating anode generator'
_diffrn_source_type              'Bruker TXS'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_number            21595
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.833
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_coverage         0
_reflns_number_total             2588
_reflns_number_gt                2465
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

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

_atom_sites_solution_hydrogens   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0112P)²+1.0167P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2588
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.023
_refine_ls_R_factor_gt           0.0205
_refine_ls_wR_factor_ref         0.052
_refine_ls_wR_factor_gt          0.0441
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_restrained_S_all      1.183
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.062

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
Sr Sr -1.5307 3.2498 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sr Sr 0.59245(3) 0.75 0.04191(3) 0.01088(6) Uani 1 2 d S T P . .
O1 O 0.9813(3) 0.75 0.2641(3) 0.0187(4) Uani 1 2 d S T P . .
H11W H 1.049(4) 0.7185(11) 0.264(4) 0.047(8) Uiso 1 1 d . . . . .
O2 O 0.5021(3) 0.75 0.3439(3) 0.0165(3) Uani 1 2 d S T P . .
H21W H 0.433(4) 0.7196(11) 0.344(4) 0.046(8) Uiso 1 1 d . . . . .
O3 O 0.2806(2) 0.81612(6) -0.1055(2) 0.0242(3) Uani 1 1 d . . . . .
H31W H 0.276(4) 0.8565(13) -0.107(4) 0.048(8) Uiso 1 1 d . . . . .
H32W H 0.161(4) 0.8063(12) -0.191(4) 0.046(8) Uiso 1 1 d . . . . .
C1 C 0.7509(2) 0.57204(7) 0.6929(2) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.7420(2) 0.56304(7) 0.5027(2) 0.0120(3) Uani 1 1 d . . . . .
C3 C 0.7520(2) 0.50091(7) 0.4762(2) 0.0125(3) Uani 1 1 d . . . . .
C4 C 0.7688(2) 0.47208(7) 0.6504(2) 0.0134(3) Uani 1 1 d . . . . .
C5 C 0.7681(3) 0.51591(7) 0.7828(2) 0.0146(3) Uani 1 1 d . . . . .
H5 H 0.777(3) 0.5091(10) 0.910(3) 0.026(6) Uiso 1 1 d . . . . .
C6 C 0.7313(3) 0.62823(8) 0.7725(2) 0.0157(3) Uani 1 1 d . . . . .
N1 N 0.7100(3) 0.67333(7) 0.8351(2) 0.0223(3) Uani 1 1 d . . . . .
C7 C 0.7208(2) 0.60838(7) 0.3630(2) 0.0129(3) Uani 1 1 d . . . . .
N2 N 0.7022(2) 0.64568(6) 0.2510(2) 0.0174(3) Uani 1 1 d . . . . .
C8 C 0.7369(3) 0.47130(7) 0.3035(2) 0.0144(3) Uani 1 1 d . . . . .
N3 N 0.7225(2) 0.44582(7) 0.1657(2) 0.0202(3) Uani 1 1 d . . . . .
C9 C 0.7716(3) 0.40856(8) 0.6749(2) 0.0156(3) Uani 1 1 d . . . . .
N4 N 0.7705(2) 0.35708(7) 0.6880(2) 0.0213(3) Uani 1 1 d . . . . .
O4 O 0.9520(3) 0.75 0.6277(3) 0.0234(4) Uani 1 2 d S T P . .
H41W H 0.8112 0.75 0.5788 0.094(18) Uiso 1 2 d S . P . .
H42W H 0.9782 0.75 0.5311 0.055(12) Uiso 1 2 d S . P . .



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

_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
Sr O3 2.5119(14) 4_575 ?
Sr O3 2.5119(14) . ?
Sr O1 2.5729(18) . ?
Sr O2 2.6356(17) . ?
Sr N1 2.6915(15) 1_554 ?
Sr N1 2.6915(15) 4_574 ?
Sr N2 2.7186(14) 4_575 ?
Sr N2 2.7186(14) . ?
O1 H11W 0.86(3) . ?
O2 H21W 0.84(2) . ?
O3 H31W 0.90(3) . ?
O3 H32W 0.85(3) . ?
C1 C5 1.399(2) . ?
C1 C6 1.420(2) . ?
C1 C2 1.423(2) . ?
C2 C3 1.401(2) . ?
C2 C7 1.417(2) . ?
C3 C4 1.419(2) . ?
C3 C8 1.421(2) . ?
C4 C5 1.397(2) . ?
C4 C9 1.422(2) . ?
C5 H5 0.94(2) . ?
C6 N1 1.147(2) . ?
N1 Sr 2.6915(15) 1_556 ?
C7 N2 1.149(2) . ?
C8 N3 1.148(2) . ?
C9 N4 1.149(2) . ?
O4 H41W 0.9217(18) . ?
O4 H42W 0.8313(19) . ?

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
O3 Sr O3 71.59(6) 4_575 . ?
O3 Sr O1 143.71(3) 4_575 . ?
O3 Sr O1 143.71(3) . . ?
O3 Sr O2 82.17(5) 4_575 . ?
O3 Sr O2 82.17(5) . . ?
O1 Sr O2 93.22(6) . . ?
O3 Sr N1 80.07(5) 4_575 1_554 ?
O3 Sr N1 124.60(5) . 1_554 ?
O1 Sr N1 80.82(5) . 1_554 ?
O2 Sr N1 139.94(3) . 1_554 ?
O3 Sr N1 124.60(5) 4_575 4_574 ?
O3 Sr N1 80.07(5) . 4_574 ?
O1 Sr N1 80.82(5) . 4_574 ?
O2 Sr N1 139.94(3) . 4_574 ?
N1 Sr N1 78.53(7) 1_554 4_574 ?
O3 Sr N2 137.10(5) 4_575 4_575 ?
O3 Sr N2 74.65(5) . 4_575 ?
O1 Sr N2 70.40(4) . 4_575 ?
O2 Sr N2 67.59(3) . 4_575 ?
N1 Sr N2 142.15(5) 1_554 4_575 ?
N1 Sr N2 73.17(4) 4_574 4_575 ?
O3 Sr N2 74.65(5) 4_575 . ?
O3 Sr N2 137.10(5) . . ?
O1 Sr N2 70.40(4) . . ?
O2 Sr N2 67.59(3) . . ?
N1 Sr N2 73.17(4) 1_554 . ?
N1 Sr N2 142.15(5) 4_574 . ?
N2 Sr N2 116.98(6) 4_575 . ?
Sr O1 H11W 117.9(18) . . ?
Sr O2 H21W 112.0(18) . . ?
Sr O3 H31W 127.5(18) . . ?
Sr O3 H32W 127.2(18) . . ?
H31W O3 H32W 103(2) . . ?
C5 C1 C6 125.64(15) . . ?
C5 C1 C2 108.61(14) . . ?
C6 C1 C2 125.62(15) . . ?
C3 C2 C7 126.14(15) . . ?
C3 C2 C1 107.48(14) . . ?
C7 C2 C1 126.36(15) . . ?
C2 C3 C4 107.52(14) . . ?
C2 C3 C8 126.82(15) . . ?
C4 C3 C8 125.58(14) . . ?
C5 C4 C3 108.83(14) . . ?
C5 C4 C9 127.08(15) . . ?
C3 C4 C9 123.97(15) . . ?
C4 C5 C1 107.56(14) . . ?
C4 C5 H5 126.5(14) . . ?
C1 C5 H5 125.9(14) . . ?
N1 C6 C1 178.18(19) . . ?
C6 N1 Sr 157.93(13) . 1_556 ?
N2 C7 C2 178.99(17) . . ?
C7 N2 Sr 162.15(13) . . ?
N3 C8 C3 177.89(17) . . ?
N4 C9 C4 177.76(19) . . ?
H41W O4 H42W 106.9(2) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_uv147
_database_code_depnum_ccdc_archive 'CCDC 1569430'
_audit_update_record             
;
2017-08-17 deposited with the CCDC.
2017-11-29 downloaded from the CCDC.
;

_audit_creation_date             2017-08-04T08:05:20-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C18 H12 Ca N8 O5'
_chemical_formula_moiety         'C18 H10 Ca N8 O4, H2 O'
_chemical_formula_weight         460.44

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_Int_Tables_number      11
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.1830(2)
_cell_length_b                   21.9235(8)
_cell_length_c                   7.4531(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.6950(10)
_cell_angle_gamma                90
_cell_volume                     1057.63(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9237
_cell_measurement_theta_min      3.0331
_cell_measurement_theta_max      27.4932

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472

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

_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.6696
_exptl_absorpt_correction_T_max  0.7456

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

_diffrn_source                   'rotating anode generator'
_diffrn_source_type              'Bruker TXS'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_number            18543
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.858
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.976
_reflns_Friedel_coverage         0
_reflns_number_total             2430
_reflns_number_gt                2037
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

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

_atom_sites_solution_hydrogens   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0257P)²+0.5786P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2430
_refine_ls_number_parameters     177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.08
_refine_ls_wR_factor_gt          0.0769
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.053

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
Ca Ca 0.2262 0.3064 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7424(2) 0.57576(8) 0.6943(2) 0.0130(3) Uani 1 1 d . . . . .
C2 C 0.7319(2) 0.56608(7) 0.5012(2) 0.0120(3) Uani 1 1 d . . . . .
C3 C 0.7522(2) 0.50321(7) 0.4804(2) 0.0120(3) Uani 1 1 d . . . . .
C4 C 0.7765(2) 0.47479(7) 0.6606(2) 0.0132(3) Uani 1 1 d . . . . .
C5 C 0.7705(2) 0.51975(8) 0.7911(3) 0.0142(3) Uani 1 1 d . . . . .
C6 C 0.7135(2) 0.63256(8) 0.7714(2) 0.0145(4) Uani 1 1 d . . . . .
C7 C 0.7009(2) 0.61133(7) 0.3546(2) 0.0124(3) Uani 1 1 d . . . . .
C8 C 0.7382(2) 0.47210(7) 0.3072(3) 0.0137(3) Uani 1 1 d . . . . .
C9 C 0.7944(2) 0.41048(8) 0.6924(3) 0.0157(4) Uani 1 1 d . . . . .
N1 N 0.6853(2) 0.67745(7) 0.8353(2) 0.0204(3) Uani 1 1 d . . . . .
N2 N 0.6750(2) 0.64858(6) 0.2376(2) 0.0155(3) Uani 1 1 d . . . . .
N3 N 0.7246(2) 0.44522(7) 0.1699(2) 0.0193(3) Uani 1 1 d . . . . .
N4 N 0.8052(2) 0.35845(7) 0.7120(2) 0.0221(3) Uani 1 1 d . . . . .
O1 O 0.9425(3) 0.75 1.2439(3) 0.0172(4) Uani 1 2 d S T P . .
O2 O 0.4721(3) 0.75 1.3170(3) 0.0179(4) Uani 1 2 d S T P . .
O3 O 0.2787(2) 0.68597(7) 0.8902(2) 0.0226(3) Uani 1 1 d . . . . .
O4 O -0.0622(3) 0.75 0.6235(3) 0.0258(4) Uani 1 2 d S T P . .
Ca Ca 0.57194(7) 0.75 1.03775(7) 0.01114(13) Uani 1 2 d S T P . .
H1 H 0.783(3) 0.5122(9) 0.923(3) 0.024(5) Uiso 1 1 d . . . . .
H11 H 1.004(4) 0.7191(10) 1.234(3) 0.041(7) Uiso 1 1 d . . . . .
H21 H 0.399(4) 0.7212(11) 1.310(4) 0.059(9) Uiso 1 1 d . . . . .
H31 H 0.284(4) 0.6501(12) 0.889(4) 0.038(7) Uiso 1 1 d . . . . .
H32 H 0.157(5) 0.6975(13) 0.801(4) 0.068(9) Uiso 1 1 d . . . . .
H41 H -0.064(7) 0.75 0.490(7) 0.090(15) Uiso 1 2 d S . P . .
H42 H -0.197(6) 0.75 0.612(6) 0.066(12) Uiso 1 2 d S . P . .



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

_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 C5 1.394(2) . ?
C1 C6 1.424(2) . ?
C1 C2 1.424(2) . ?
C2 C3 1.402(2) . ?
C2 C7 1.420(2) . ?
C3 C4 1.421(2) . ?
C3 C8 1.425(2) . ?
C4 C5 1.399(2) . ?
C4 C9 1.426(2) . ?
C5 H1 0.97(2) . ?
C6 N1 1.149(2) . ?
C7 N2 1.149(2) . ?
C8 N3 1.147(2) . ?
C9 N4 1.148(2) . ?
N1 Ca 2.5561(15) . ?
N2 Ca 2.5990(14) 1_554 ?
O1 Ca 2.4287(18) . ?
O1 H11 0.83(2) . ?
O2 Ca 2.4782(18) . ?
O2 H21 0.81(2) . ?
O3 Ca 2.3681(14) . ?
O3 H31 0.79(3) . ?
O3 H32 0.87(3) . ?
O4 H41 0.99(5) . ?
O4 H42 0.94(4) . ?
Ca O3 2.3681(14) 4_575 ?
Ca N1 2.5561(15) 4_575 ?
Ca N2 2.5990(15) 4_576 ?
Ca N2 2.5990(14) 1_556 ?

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
C5 C1 C6 125.14(15) . . ?
C5 C1 C2 108.92(14) . . ?
C6 C1 C2 125.79(15) . . ?
C3 C2 C7 126.22(15) . . ?
C3 C2 C1 107.20(14) . . ?
C7 C2 C1 126.56(15) . . ?
C2 C3 C4 107.63(14) . . ?
C2 C3 C8 126.94(15) . . ?
C4 C3 C8 125.32(15) . . ?
C5 C4 C3 108.68(14) . . ?
C5 C4 C9 127.51(15) . . ?
C3 C4 C9 123.76(15) . . ?
C1 C5 C4 107.58(14) . . ?
C1 C5 H1 127.5(12) . . ?
C4 C5 H1 124.9(12) . . ?
N1 C6 C1 177.61(17) . . ?
N2 C7 C2 178.93(17) . . ?
N3 C8 C3 177.54(17) . . ?
N4 C9 C4 178.0(2) . . ?
C6 N1 Ca 159.45(13) . . ?
C7 N2 Ca 162.72(12) . 1_554 ?
Ca O1 H11 115.1(17) . . ?
Ca O2 H21 111.1(19) . . ?
Ca O3 H31 124.1(18) . . ?
Ca O3 H32 125.1(19) . . ?
H31 O3 H32 109(3) . . ?
H41 O4 H42 110(3) . . ?
O3 Ca O3 72.71(7) . 4_575 ?
O3 Ca O1 143.51(4) . . ?
O3 Ca O1 143.51(4) 4_575 . ?
O3 Ca O2 82.34(5) . . ?
O3 Ca O2 82.34(5) 4_575 . ?
O1 Ca O2 96.07(6) . . ?
O3 Ca N1 78.69(5) . . ?
O3 Ca N1 122.80(5) 4_575 . ?
O1 Ca N1 80.28(5) . . ?
O2 Ca N1 141.08(3) . . ?
O3 Ca N1 122.80(5) . 4_575 ?
O3 Ca N1 78.69(5) 4_575 4_575 ?
O1 Ca N1 80.28(5) . 4_575 ?
O2 Ca N1 141.08(3) . 4_575 ?
N1 Ca N1 76.96(7) . 4_575 ?
O3 Ca N2 138.44(5) . 4_576 ?
O3 Ca N2 74.57(5) 4_575 4_576 ?
O1 Ca N2 71.08(4) . 4_576 ?
O2 Ca N2 68.47(4) . 4_576 ?
N1 Ca N2 141.82(5) . 4_576 ?
N1 Ca N2 73.83(4) 4_575 4_576 ?
O3 Ca N2 74.57(5) . 1_556 ?
O3 Ca N2 138.44(5) 4_575 1_556 ?
O1 Ca N2 71.08(4) . 1_556 ?
O2 Ca N2 68.47(4) . 1_556 ?
N1 Ca N2 73.83(4) . 1_556 ?
N1 Ca N2 141.82(5) 4_575 1_556 ?
N2 Ca N2 117.63(7) 4_576 1_556 ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
