# 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. 
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data_galia4
_database_code_depnum_ccdc_archive 'CCDC 1542416'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia4 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C25 H16 Cu N5 O, F6 P, C4 H8 O'
_chemical_formula_sum            'C29 H24 Cu F6 N5 O2 P'
_chemical_formula_weight         683.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.666(3)
_cell_length_b                   14.968(2)
_cell_length_c                   26.507(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.317(9)
_cell_angle_gamma                90
_cell_volume                     2982.4(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4613
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.14
_cell_measurement_theta_min      1.36
_shelx_estimated_absorpt_T_max   0.904
_shelx_estimated_absorpt_T_min   0.861
_exptl_absorpt_coefficient_mu    0.860
_exptl_absorpt_correction_T_max  0.8939
_exptl_absorpt_correction_T_min  0.8506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1388
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?  
;
_exptl_transmission_factor_max   0.8939
_exptl_transmission_factor_min   0.8506
_diffrn_reflns_av_R_equivalents  0.089
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            4432
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.063
_diffrn_reflns_theta_max         25.063
_diffrn_reflns_theta_min         1.567
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2809
_reflns_number_total             4432
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         4432
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0587
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1116P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1507
_refine_ls_wR_factor_ref         0.1833
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O2-C29
 1.42 with sigma of 0.001
 C28-C29
 1.5 with sigma of 0.001
 C28-C27
 1.5 with sigma of 0.001
 C27-C26
 1.5 with sigma of 0.001
 O2-C26
 1.42 with sigma of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Cu1 Cu 0.56815(9) 0.34544(4) 0.15084(2) 0.0602(3) Uani 1 1 d . . . . .
N1 N 0.4179(7) 0.2340(3) 0.15607(16) 0.0718(13) Uani 1 1 d . . . . .
N2 N 0.3941(6) 0.3931(3) 0.18751(14) 0.0584(11) Uani 1 1 d . . . . .
N3 N 0.6669(6) 0.4706(3) 0.16658(14) 0.0568(11) Uani 1 1 d . . . . .
N4 N 0.4797(5) 0.3707(3) 0.06500(14) 0.0540(10) Uani 1 1 d . . . . .
N5 N 0.1095(8) 0.4808(4) 0.0804(2) 0.1060(19) Uani 1 1 d . . . . .
O1 O 0.7617(5) 0.2925(3) 0.12696(12) 0.0752(11) Uani 1 1 d . . . . .
C1 C 0.4455(12) 0.1524(5) 0.1379(3) 0.100(2) Uani 1 1 d . . . . .
H1 H 0.5456 0.1425 0.1238 0.119 Uiso 1 1 calc R . . . .
C2 C 0.3268(14) 0.0824(6) 0.1399(3) 0.116(3) Uani 1 1 d . . . . .
H2 H 0.3475 0.0259 0.1278 0.140 Uiso 1 1 calc R . . . .
C3 C 0.1807(14) 0.0990(6) 0.1600(3) 0.117(3) Uani 1 1 d . . . . .
H3 H 0.0997 0.0532 0.1614 0.140 Uiso 1 1 calc R . . . .
C4 C 0.1498(10) 0.1823(5) 0.1784(2) 0.095(2) Uani 1 1 d . . . . .
H4 H 0.0479 0.1936 0.1914 0.114 Uiso 1 1 calc R . . . .
C5 C 0.2740(8) 0.2490(4) 0.1770(2) 0.0714(16) Uani 1 1 d . . . . .
C6 C 0.2626(8) 0.3392(4) 0.19693(19) 0.0667(15) Uani 1 1 d . . . . .
C7 C 0.1419(8) 0.3700(5) 0.2242(2) 0.0798(18) Uani 1 1 d . . . . .
H7 H 0.0495 0.3338 0.2302 0.096 Uiso 1 1 calc R . . . .
C8 C 0.1602(9) 0.4564(6) 0.2426(2) 0.091(2) Uani 1 1 d . . . . .
H8 H 0.0791 0.4781 0.2615 0.109 Uiso 1 1 calc R . . . .
C9 C 0.2958(8) 0.5116(4) 0.2338(2) 0.0766(17) Uani 1 1 d . . . . .
H9 H 0.3080 0.5696 0.2466 0.092 Uiso 1 1 calc R . . . .
C10 C 0.4135(7) 0.4766(4) 0.20489(17) 0.0575(13) Uani 1 1 d . . . . .
C11 C 0.5662(7) 0.5229(4) 0.19104(17) 0.0588(14) Uani 1 1 d . . . . .
C12 C 0.6096(8) 0.6114(4) 0.2009(2) 0.0707(15) Uani 1 1 d . . . . .
H12 H 0.5394 0.6468 0.2178 0.085 Uiso 1 1 calc R . . . .
C13 C 0.7563(9) 0.6474(4) 0.1859(2) 0.0793(18) Uani 1 1 d . . . . .
H13 H 0.7855 0.7072 0.1924 0.095 Uiso 1 1 calc R . . . .
C14 C 0.8584(8) 0.5946(5) 0.1616(2) 0.0765(17) Uani 1 1 d . . . . .
H14 H 0.9589 0.6176 0.1515 0.092 Uiso 1 1 calc R . . . .
C15 C 0.8098(7) 0.5061(4) 0.15208(18) 0.0671(15) Uani 1 1 d . . . . .
H15 H 0.8787 0.4701 0.1351 0.080 Uiso 1 1 calc R . . . .
C16 C 0.7567(8) 0.2950(4) 0.0762(2) 0.0667(15) Uani 1 1 d . . . . .
C17 C 0.8907(9) 0.2609(5) 0.0546(2) 0.088(2) Uani 1 1 d . . . . .
H17 H 0.9889 0.2349 0.0756 0.105 Uiso 1 1 calc R . . . .
C18 C 0.8828(10) 0.2646(5) 0.0018(2) 0.100(2) Uani 1 1 d . . . . .
H18 H 0.9752 0.2402 -0.0118 0.120 Uiso 1 1 calc R . . . .
C19 C 0.7438(10) 0.3029(5) -0.0304(2) 0.095(2) Uani 1 1 d . . . . .
H19 H 0.7422 0.3047 -0.0656 0.114 Uiso 1 1 calc R . . . .
C20 C 0.6027(8) 0.3398(4) -0.0111(2) 0.0699(16) Uani 1 1 d . . . . .
C21 C 0.6107(7) 0.3359(3) 0.04332(18) 0.0567(13) Uani 1 1 d . . . . .
C22 C 0.4521(9) 0.3810(5) -0.0404(2) 0.088(2) Uani 1 1 d . . . . .
H22 H 0.4417 0.3851 -0.0759 0.105 Uiso 1 1 calc R . . . .
C23 C 0.3229(9) 0.4147(5) -0.0186(2) 0.0816(18) Uani 1 1 d . . . . .
H23 H 0.2224 0.4407 -0.0386 0.098 Uiso 1 1 calc R . . . .
C24 C 0.3428(7) 0.4098(4) 0.03517(19) 0.0619(14) Uani 1 1 d . . . . .
C25 C 0.2123(8) 0.4491(5) 0.0603(2) 0.0765(17) Uani 1 1 d . . . . .
P1 P 0.7593(2) 0.31197(11) 0.31135(5) 0.0697(5) Uani 1 1 d . . . . .
F1 F 0.7703(7) 0.3635(3) 0.36375(15) 0.1268(16) Uani 1 1 d . . . . .
F2 F 0.7521(8) 0.2610(3) 0.25955(14) 0.1487(19) Uani 1 1 d . . . . .
F3 F 0.5527(6) 0.3158(4) 0.2999(2) 0.1408(18) Uani 1 1 d . . . . .
F4 F 0.7677(6) 0.4032(3) 0.28193(14) 0.1113(13) Uani 1 1 d . . . . .
F5 F 0.9697(5) 0.3085(3) 0.32140(18) 0.1285(15) Uani 1 1 d . . . . .
F6 F 0.7540(5) 0.2194(2) 0.34029(13) 0.1056(12) Uani 1 1 d . . . . .
O2 O 0.800(4) -0.0415(14) 0.0241(10) 0.85(4) Uani 1 1 d D . . . .
C26 C 0.752(3) 0.0147(9) 0.0624(7) 0.44(2) Uani 1 1 d D . . . .
H26A H 0.6513 0.0518 0.0479 0.525 Uiso 1 1 calc R . . . .
H26B H 0.8512 0.0531 0.0773 0.525 Uiso 1 1 calc R . . . .
C27 C 0.7062(18) -0.0472(12) 0.1023(5) 0.285(13) Uani 1 1 d D . . . .
H27A H 0.6061 -0.0251 0.1161 0.342 Uiso 1 1 calc R . . . .
H27B H 0.8068 -0.0568 0.1303 0.342 Uiso 1 1 calc R . . . .
C28 C 0.659(4) -0.1303(14) 0.0710(8) 0.376(19) Uani 1 1 d D . . . .
H28A H 0.5317 -0.1401 0.0661 0.451 Uiso 1 1 calc R . . . .
H28B H 0.7180 -0.1810 0.0898 0.451 Uiso 1 1 calc R . . . .
C29 C 0.711(3) -0.1253(14) 0.0194(9) 0.44(2) Uani 1 1 d D . . . .
H29A H 0.7899 -0.1737 0.0144 0.529 Uiso 1 1 calc R . . . .
H29B H 0.6079 -0.1252 -0.0085 0.529 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 2.048(5) . ?
Cu1 N2 1.935(4) . ?
Cu1 N3 2.033(4) . ?
Cu1 N4 2.275(4) . ?
Cu1 O1 1.897(4) . ?
N1 C1 1.344(8) . ?
N1 C5 1.347(7) . ?
N2 C6 1.352(7) . ?
N2 C10 1.330(7) . ?
N3 C11 1.351(6) . ?
N3 C15 1.340(6) . ?
N4 C21 1.355(6) . ?
N4 C24 1.321(6) . ?
N5 C25 1.138(7) . ?
O1 C16 1.338(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.396(10) . ?
C2 H2 0.9300 . ?
C2 C3 1.354(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(9) . ?
C5 C6 1.459(8) . ?
C6 C7 1.361(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.379(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.384(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.396(7) . ?
C10 C11 1.468(7) . ?
C11 C12 1.378(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.374(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(7) . ?
C16 C21 1.416(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.390(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.355(9) . ?
C19 H19 0.9300 . ?
C19 C20 1.398(8) . ?
C20 C21 1.433(7) . ?
C20 C22 1.402(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.339(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.406(7) . ?
C24 C25 1.432(8) . ?
P1 F1 1.576(4) . ?
P1 F2 1.562(4) . ?
P1 F3 1.554(4) . ?
P1 F4 1.580(4) . ?
P1 F5 1.583(4) . ?
P1 F6 1.588(4) . ?
O2 C26 1.4200(11) . ?
O2 C29 1.4199(11) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.4998(11) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.5000(11) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.4999(11) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?

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
N1 Cu1 N4 98.16(16) . . ?
N2 Cu1 N1 79.2(2) . . ?
N2 Cu1 N3 79.81(18) . . ?
N2 Cu1 N4 109.99(16) . . ?
N3 Cu1 N1 158.24(19) . . ?
N3 Cu1 N4 94.47(15) . . ?
O1 Cu1 N1 99.8(2) . . ?
O1 Cu1 N2 169.52(15) . . ?
O1 Cu1 N3 99.75(18) . . ?
O1 Cu1 N4 80.49(15) . . ?
C1 N1 Cu1 125.8(5) . . ?
C1 N1 C5 119.9(6) . . ?
C5 N1 Cu1 114.2(4) . . ?
C6 N2 Cu1 119.1(4) . . ?
C10 N2 Cu1 118.6(4) . . ?
C10 N2 C6 122.3(5) . . ?
C11 N3 Cu1 114.1(4) . . ?
C15 N3 Cu1 126.8(4) . . ?
C15 N3 C11 119.0(5) . . ?
C21 N4 Cu1 105.1(3) . . ?
C24 N4 Cu1 135.9(3) . . ?
C24 N4 C21 119.0(4) . . ?
C16 O1 Cu1 117.0(3) . . ?
N1 C1 H1 119.4 . . ?
N1 C1 C2 121.2(8) . . ?
C2 C1 H1 119.4 . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.2(8) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(8) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.5(8) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 120.9(6) . . ?
N1 C5 C6 114.5(5) . . ?
C4 C5 C6 124.6(6) . . ?
N2 C6 C5 112.7(5) . . ?
N2 C6 C7 120.3(6) . . ?
C7 C6 C5 127.0(6) . . ?
C6 C7 H7 120.9 . . ?
C6 C7 C8 118.3(6) . . ?
C8 C7 H7 120.9 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.9(6) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 H9 121.4 . . ?
C8 C9 C10 117.1(6) . . ?
C10 C9 H9 121.4 . . ?
N2 C10 C9 120.2(5) . . ?
N2 C10 C11 113.5(4) . . ?
C9 C10 C11 126.3(5) . . ?
N3 C11 C10 113.9(5) . . ?
N3 C11 C12 120.6(5) . . ?
C12 C11 C10 125.6(5) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(6) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.3(6) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.8(6) . . ?
C15 C14 H14 120.6 . . ?
N3 C15 C14 122.1(5) . . ?
N3 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
O1 C16 C17 122.4(5) . . ?
O1 C16 C21 119.6(5) . . ?
C17 C16 C21 118.0(5) . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.3(6) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.6(6) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(5) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C21 118.0(5) . . ?
C19 C20 C22 125.7(5) . . ?
C22 C20 C21 116.3(5) . . ?
N4 C21 C16 117.8(4) . . ?
N4 C21 C20 121.5(5) . . ?
C16 C21 C20 120.7(5) . . ?
C20 C22 H22 119.1 . . ?
C23 C22 C20 121.7(5) . . ?
C23 C22 H22 119.1 . . ?
C22 C23 H23 120.8 . . ?
C22 C23 C24 118.4(6) . . ?
C24 C23 H23 120.8 . . ?
N4 C24 C23 123.1(5) . . ?
N4 C24 C25 116.7(4) . . ?
C23 C24 C25 120.2(5) . . ?
N5 C25 C24 179.5(8) . . ?
F1 P1 F4 90.7(2) . . ?
F1 P1 F5 89.5(3) . . ?
F1 P1 F6 90.2(2) . . ?
F2 P1 F1 179.0(3) . . ?
F2 P1 F4 89.2(2) . . ?
F2 P1 F5 89.5(3) . . ?
F2 P1 F6 89.9(2) . . ?
F3 P1 F1 91.7(3) . . ?
F3 P1 F2 89.3(3) . . ?
F3 P1 F4 90.6(2) . . ?
F3 P1 F5 178.4(3) . . ?
F3 P1 F6 90.3(2) . . ?
F4 P1 F5 88.4(2) . . ?
F4 P1 F6 178.8(3) . . ?
F5 P1 F6 90.7(2) . . ?
C29 O2 C26 113.6(18) . . ?
O2 C26 H26A 110.6 . . ?
O2 C26 H26B 110.6 . . ?
O2 C26 C27 105.5(15) . . ?
H26A C26 H26B 108.8 . . ?
C27 C26 H26A 110.6 . . ?
C27 C26 H26B 110.6 . . ?
C26 C27 H27A 111.6 . . ?
C26 C27 H27B 111.6 . . ?
C26 C27 C28 100.7(14) . . ?
H27A C27 H27B 109.4 . . ?
C28 C27 H27A 111.6 . . ?
C28 C27 H27B 111.6 . . ?
C27 C28 H28A 109.1 . . ?
C27 C28 H28B 109.1 . . ?
C27 C28 C29 112.6(16) . . ?
H28A C28 H28B 107.8 . . ?
C29 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
O2 C29 C28 99.9(18) . . ?
O2 C29 H29A 111.8 . . ?
O2 C29 H29B 111.8 . . ?
C28 C29 H29A 111.8 . . ?
C28 C29 H29B 111.8 . . ?
H29A C29 H29B 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_galia19
_database_code_depnum_ccdc_archive 'CCDC 1542419'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia19 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H20 N5 Ni O2, F6 P, C4 H10 O'
_chemical_formula_sum            'C30 H30 F6 N5 Ni O3 P'
_chemical_formula_weight         712.27
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ni Ni 0.3390 1.1120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4340(5)
_cell_length_b                   12.6080(11)
_cell_length_c                   15.1960(13)
_cell_angle_alpha                77.523(4)
_cell_angle_beta                 76.595(5)
_cell_angle_gamma                82.342(5)
_cell_volume                     1528.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4739
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      1.40
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.786
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_T_max  0.8746
_exptl_absorpt_correction_T_min  0.7864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   0.8746
_exptl_transmission_factor_min   0.7864
_diffrn_reflns_av_R_equivalents  0.089
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       -14
_diffrn_reflns_limit_k_min       14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5161
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.704
_diffrn_reflns_theta_max         24.704
_diffrn_reflns_theta_min         1.404
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4179
_reflns_number_total             5161
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.921
_refine_diff_density_min         -0.912
_refine_diff_density_rms         0.177
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5161
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0930
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1908P)²+4.3363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2710
_refine_ls_wR_factor_ref         0.2827
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B)
2.c Me refined with riding coordinates:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C30(H30A,H30B,H30C)
2.d Aromatic/amide H refined with riding coordinates:
 N5(H5), C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12),
 C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ni1 Ni 0.22900(9) 0.39035(6) 0.21457(5) 0.0284(3) Uani 1 1 d . . . . .
O1 O 0.1971(5) 0.3280(3) 0.0989(3) 0.0330(10) Uani 1 1 d . . . . .
O2 O 0.2406(6) 0.2469(4) 0.4918(3) 0.0403(11) Uani 1 1 d . . . . .
N1 N 0.4834(6) 0.3767(4) 0.1659(4) 0.0327(12) Uani 1 1 d . . . . .
N2 N 0.2710(6) 0.5432(4) 0.1503(3) 0.0292(11) Uani 1 1 d . . . . .
N3 N -0.0076(6) 0.4740(4) 0.2406(3) 0.0313(11) Uani 1 1 d . . . . .
N4 N 0.1925(6) 0.2365(4) 0.2711(3) 0.0301(11) Uani 1 1 d . . . . .
N5 N 0.2485(7) 0.3783(4) 0.3552(4) 0.0354(12) Uani 1 1 d . . . . .
H5 H 0.2678 0.4337 0.3767 0.042 Uiso 1 1 calc R . . . .
C1 C 0.5856(8) 0.2857(5) 0.1772(5) 0.0363(14) Uani 1 1 d . . . . .
H1 H 0.5421 0.2202 0.2124 0.044 Uiso 1 1 calc R . . . .
C2 C 0.7500(8) 0.2839(5) 0.1400(5) 0.0394(15) Uani 1 1 d . . . . .
H2 H 0.8191 0.2186 0.1507 0.047 Uiso 1 1 calc R . . . .
C3 C 0.8140(8) 0.3775(6) 0.0870(4) 0.0395(15) Uani 1 1 d . . . . .
H3 H 0.9275 0.3774 0.0601 0.047 Uiso 1 1 calc R . . . .
C4 C 0.7102(7) 0.4728(5) 0.0733(4) 0.0335(14) Uani 1 1 d . . . . .
H4 H 0.7512 0.5382 0.0363 0.040 Uiso 1 1 calc R . . . .
C5 C 0.5451(7) 0.4696(5) 0.1152(4) 0.0285(13) Uani 1 1 d . . . . .
C6 C 0.4240(7) 0.5658(5) 0.1099(4) 0.0284(13) Uani 1 1 d . . . . .
C7 C 0.4584(8) 0.6713(5) 0.0650(4) 0.0367(15) Uani 1 1 d . . . . .
H7 H 0.5664 0.6872 0.0337 0.044 Uiso 1 1 calc R . . . .
C8 C 0.3300(9) 0.7523(5) 0.0677(5) 0.0422(16) Uani 1 1 d . . . . .
H8 H 0.3506 0.8256 0.0397 0.051 Uiso 1 1 calc R . . . .
C9 C 0.1742(9) 0.7280(5) 0.1101(5) 0.0392(15) Uani 1 1 d . . . . .
H9 H 0.0863 0.7836 0.1107 0.047 Uiso 1 1 calc R . . . .
C10 C 0.1456(8) 0.6209(5) 0.1522(4) 0.0306(13) Uani 1 1 d . . . . .
C11 C -0.0129(8) 0.5805(5) 0.2013(4) 0.0331(14) Uani 1 1 d . . . . .
C12 C -0.1601(8) 0.6461(6) 0.2096(5) 0.0413(16) Uani 1 1 d . . . . .
H12 H -0.1633 0.7207 0.1802 0.050 Uiso 1 1 calc R . . . .
C13 C -0.3025(9) 0.6011(7) 0.2614(5) 0.0474(18) Uani 1 1 d . . . . .
H13 H -0.4043 0.6443 0.2669 0.057 Uiso 1 1 calc R . . . .
C14 C -0.2943(9) 0.4927(6) 0.3049(5) 0.0455(17) Uani 1 1 d . . . . .
H14 H -0.3888 0.4611 0.3432 0.055 Uiso 1 1 calc R . . . .
C15 C -0.1445(8) 0.4314(6) 0.2913(4) 0.0395(15) Uani 1 1 d . . . . .
H15 H -0.1393 0.3581 0.3250 0.047 Uiso 1 1 d R . . . .
C16 C 0.1749(7) 0.2244(5) 0.1217(4) 0.0309(13) Uani 1 1 d . . . . .
C17 C 0.1553(8) 0.1574(6) 0.0648(5) 0.0393(15) Uani 1 1 d . . . . .
H17 H 0.1608 0.1867 0.0012 0.047 Uiso 1 1 calc R . . . .
C18 C 0.1277(10) 0.0481(6) 0.0983(5) 0.0488(18) Uani 1 1 d . . . . .
H18 H 0.1119 0.0063 0.0565 0.059 Uiso 1 1 calc R . . . .
C19 C 0.1221(10) -0.0029(6) 0.1890(5) 0.0490(18) Uani 1 1 d . . . . .
H19 H 0.1048 -0.0781 0.2089 0.059 Uiso 1 1 calc R . . . .
C20 C 0.1428(9) 0.0602(5) 0.2513(5) 0.0392(15) Uani 1 1 d . . . . .
C21 C 0.1691(7) 0.1709(5) 0.2166(4) 0.0305(13) Uani 1 1 d . . . . .
C22 C 0.1446(10) 0.0215(6) 0.3471(5) 0.0487(18) Uani 1 1 d . . . . .
H22 H 0.1292 -0.0527 0.3741 0.058 Uiso 1 1 calc R . . . .
C23 C 0.1683(9) 0.0907(5) 0.3993(5) 0.0410(16) Uani 1 1 d . . . . .
H23 H 0.1664 0.0655 0.4631 0.049 Uiso 1 1 calc R . . . .
C24 C 0.1950(8) 0.1975(5) 0.3594(4) 0.0318(13) Uani 1 1 d . . . . .
C25 C 0.2298(7) 0.2842(5) 0.4041(4) 0.0334(14) Uani 1 1 d . . . . .
C26 C 0.2761(10) 0.3231(7) 0.5401(5) 0.0501(18) Uani 1 1 d . . . . .
H26A H 0.2810 0.2867 0.6035 0.075 Uiso 1 1 calc R . . . .
H26B H 0.3817 0.3514 0.5089 0.075 Uiso 1 1 calc R . . . .
H26C H 0.1901 0.3836 0.5412 0.075 Uiso 1 1 calc R . . . .
P1 P 0.2239(2) 0.68000(15) 0.40736(14) 0.0452(5) Uani 1 1 d . . . . .
F1 F 0.3073(9) 0.6217(7) 0.3233(6) 0.129(3) Uani 1 1 d . . . . .
F2 F 0.3491(8) 0.7679(5) 0.3693(6) 0.108(2) Uani 1 1 d . . . . .
F3 F 0.1412(10) 0.7415(8) 0.4879(6) 0.135(3) Uani 1 1 d . . . . .
F4 F 0.1030(7) 0.5920(5) 0.4520(6) 0.122(3) Uani 1 1 d . . . . .
F5 F 0.0976(7) 0.7524(6) 0.3541(5) 0.098(2) Uani 1 1 d . . . . .
F6 F 0.3522(8) 0.6063(7) 0.4575(7) 0.156(4) Uani 1 1 d . . . . .
O3 O 0.6390(7) 0.0398(4) 0.2778(4) 0.0585(14) Uani 1 1 d . . . . .
C27 C 0.6070(15) -0.0253(10) 0.1484(7) 0.088(3) Uani 1 1 d . . . . .
H27A H 0.5997 -0.0914 0.1259 0.132 Uiso 1 1 calc R . . . .
H27B H 0.5064 0.0230 0.1456 0.132 Uiso 1 1 calc R . . . .
H27C H 0.7008 0.0124 0.1098 0.132 Uiso 1 1 calc R . . . .
C28 C 0.6288(14) -0.0560(8) 0.2468(7) 0.076(3) Uani 1 1 d . . . . .
H28A H 0.5349 -0.0946 0.2862 0.092 Uiso 1 1 calc R . . . .
H28B H 0.7299 -0.1052 0.2503 0.092 Uiso 1 1 calc R . . . .
C29 C 0.6622(14) 0.0190(8) 0.3701(6) 0.074(3) Uani 1 1 d . . . . .
H29A H 0.7626 -0.0303 0.3753 0.089 Uiso 1 1 calc R . . . .
H29B H 0.5681 -0.0169 0.4124 0.089 Uiso 1 1 calc R . . . .
C30 C 0.6768(16) 0.1244(9) 0.3959(8) 0.088(3) Uani 1 1 d . . . . .
H30A H 0.6928 0.1106 0.4594 0.132 Uiso 1 1 calc R . . . .
H30B H 0.7707 0.1592 0.3541 0.132 Uiso 1 1 calc R . . . .
H30C H 0.5767 0.1726 0.3911 0.132 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.156(4) . ?
Ni1 N1 2.098(5) . ?
Ni1 N2 2.000(5) . ?
Ni1 N3 2.123(5) . ?
Ni1 N4 1.978(5) . ?
Ni1 N5 2.153(5) . ?
O1 C16 1.304(8) . ?
O2 C25 1.335(7) . ?
O2 C26 1.427(8) . ?
N1 C1 1.345(8) . ?
N1 C5 1.349(8) . ?
N2 C6 1.333(8) . ?
N2 C10 1.342(8) . ?
N3 C11 1.345(8) . ?
N3 C15 1.338(8) . ?
N4 C21 1.350(8) . ?
N4 C24 1.329(8) . ?
N5 H5 0.8800 . ?
N5 C25 1.264(8) . ?
C1 H1 0.9500 . ?
C1 C2 1.369(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.375(10) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(9) . ?
C5 C6 1.479(8) . ?
C6 C7 1.392(9) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(10) . ?
C8 H8 0.9500 . ?
C8 C9 1.366(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(9) . ?
C10 C11 1.469(9) . ?
C11 C12 1.393(9) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(10) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(11) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(10) . ?
C15 H15 0.9560 . ?
C16 C17 1.381(9) . ?
C16 C21 1.447(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(10) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(11) . ?
C19 H19 0.9500 . ?
C19 C20 1.415(10) . ?
C20 C21 1.409(9) . ?
C20 C22 1.434(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.361(10) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(9) . ?
C24 C25 1.497(9) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
P1 F1 1.587(7) . ?
P1 F2 1.558(6) . ?
P1 F3 1.567(7) . ?
P1 F4 1.545(6) . ?
P1 F5 1.564(6) . ?
P1 F6 1.556(7) . ?
O3 C28 1.406(11) . ?
O3 C29 1.424(10) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C27 C28 1.509(14) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.492(14) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
N1 Ni1 O1 89.97(18) . . ?
N1 Ni1 N3 155.5(2) . . ?
N1 Ni1 N5 93.4(2) . . ?
N2 Ni1 O1 98.66(18) . . ?
N2 Ni1 N1 77.9(2) . . ?
N2 Ni1 N3 77.7(2) . . ?
N2 Ni1 N5 106.5(2) . . ?
N3 Ni1 O1 96.20(18) . . ?
N3 Ni1 N5 91.0(2) . . ?
N4 Ni1 O1 78.35(18) . . ?
N4 Ni1 N1 100.4(2) . . ?
N4 Ni1 N2 176.6(2) . . ?
N4 Ni1 N3 104.0(2) . . ?
N4 Ni1 N5 76.4(2) . . ?
N5 Ni1 O1 154.74(19) . . ?
C16 O1 Ni1 111.4(4) . . ?
C25 O2 C26 116.8(5) . . ?
C1 N1 Ni1 126.7(4) . . ?
C1 N1 C5 118.7(5) . . ?
C5 N1 Ni1 114.6(4) . . ?
C6 N2 Ni1 119.0(4) . . ?
C6 N2 C10 121.8(5) . . ?
C10 N2 Ni1 119.1(4) . . ?
C11 N3 Ni1 113.9(4) . . ?
C15 N3 Ni1 126.5(5) . . ?
C15 N3 C11 119.6(6) . . ?
C21 N4 Ni1 117.9(4) . . ?
C24 N4 Ni1 121.4(4) . . ?
C24 N4 C21 120.6(5) . . ?
Ni1 N5 H5 123.1 . . ?
C25 N5 Ni1 113.7(4) . . ?
C25 N5 H5 123.1 . . ?
N1 C1 H1 118.7 . . ?
N1 C1 C2 122.5(6) . . ?
C2 C1 H1 118.7 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.4(6) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.2(6) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.5(6) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 121.7(6) . . ?
N1 C5 C6 114.5(5) . . ?
C4 C5 C6 123.8(5) . . ?
N2 C6 C5 113.8(5) . . ?
N2 C6 C7 120.8(6) . . ?
C7 C6 C5 125.4(6) . . ?
C6 C7 H7 121.1 . . ?
C8 C7 C6 117.8(6) . . ?
C8 C7 H7 121.1 . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.7(6) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.3(6) . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 119.6(6) . . ?
N2 C10 C11 113.9(5) . . ?
C9 C10 C11 126.5(6) . . ?
N3 C11 C10 115.3(5) . . ?
N3 C11 C12 121.0(6) . . ?
C12 C11 C10 123.7(6) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.2(7) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.3(7) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 120.8 . . ?
C13 C14 C15 118.3(7) . . ?
C15 C14 H14 120.8 . . ?
N3 C15 C14 122.5(7) . . ?
N3 C15 H15 119.9 . . ?
C14 C15 H15 117.3 . . ?
O1 C16 C17 127.2(6) . . ?
O1 C16 C21 118.1(5) . . ?
C17 C16 C21 114.6(6) . . ?
C16 C17 H17 119.2 . . ?
C16 C17 C18 121.6(6) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 118.1 . . ?
C19 C18 C17 123.7(6) . . ?
C19 C18 H18 118.1 . . ?
C18 C19 H19 121.1 . . ?
C18 C19 C20 117.9(6) . . ?
C20 C19 H19 121.1 . . ?
C19 C20 C22 126.0(6) . . ?
C21 C20 C19 117.8(6) . . ?
C21 C20 C22 116.1(6) . . ?
N4 C21 C16 114.1(5) . . ?
N4 C21 C20 121.6(6) . . ?
C20 C21 C16 124.3(6) . . ?
C20 C22 H22 119.9 . . ?
C23 C22 C20 120.2(6) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.8(6) . . ?
C24 C23 H23 120.1 . . ?
N4 C24 C23 121.7(6) . . ?
N4 C24 C25 110.7(5) . . ?
C23 C24 C25 127.7(6) . . ?
O2 C25 C24 112.5(5) . . ?
N5 C25 O2 129.7(6) . . ?
N5 C25 C24 117.8(5) . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
F2 P1 F1 88.9(4) . . ?
F2 P1 F3 89.8(5) . . ?
F2 P1 F5 90.9(4) . . ?
F3 P1 F1 178.0(6) . . ?
F4 P1 F1 93.7(5) . . ?
F4 P1 F2 175.9(5) . . ?
F4 P1 F3 87.6(5) . . ?
F4 P1 F5 92.1(4) . . ?
F4 P1 F6 88.1(4) . . ?
F5 P1 F1 93.1(5) . . ?
F5 P1 F3 85.3(5) . . ?
F6 P1 F1 85.0(6) . . ?
F6 P1 F2 89.0(4) . . ?
F6 P1 F3 96.6(6) . . ?
F6 P1 F5 178.1(6) . . ?
C28 O3 C29 112.8(7) . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
O3 C28 C27 108.6(8) . . ?
O3 C28 H28A 110.0 . . ?
O3 C28 H28B 110.0 . . ?
C27 C28 H28A 110.0 . . ?
C27 C28 H28B 110.0 . . ?
H28A C28 H28B 108.3 . . ?
O3 C29 H29A 109.9 . . ?
O3 C29 H29B 109.9 . . ?
O3 C29 C30 109.1(8) . . ?
H29A C29 H29B 108.3 . . ?
C30 C29 H29A 109.9 . . ?
C30 C29 H29B 109.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_galia23
_database_code_depnum_ccdc_archive 'CCDC 1562962'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia23 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         
'C43 H34 Cu2 N9 O2, 0.5(C8), 3(F6 P), 2(C2 H3 N), C2 N'
_chemical_formula_sum            'C53 H40 Cu2 F18 N12 O2 P3'
_chemical_formula_weight         1438.96
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3030(11)
_cell_length_b                   12.5250(18)
_cell_length_c                   24.583(4)
_cell_angle_alpha                91.421(7)
_cell_angle_beta                 97.104(5)
_cell_angle_gamma                104.077(6)
_cell_volume                     3048.5(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10011
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      0.905
_cell_measurement_theta_min      0.729
_shelx_estimated_absorpt_T_max   0.925
_shelx_estimated_absorpt_T_min   0.759
_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_T_max  24.430
_exptl_absorpt_correction_T_min  0.836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light green'
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1446
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?  
;
_exptl_transmission_factor_max   0.883
_exptl_transmission_factor_min   0.759
_diffrn_reflns_av_R_equivalents  0.088
_diffrn_reflns_av_unetI/netI     0.0765
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            10011
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.430
_diffrn_reflns_theta_max         24.430
_diffrn_reflns_theta_min         0.836
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6440
_reflns_number_total             10011
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.677
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.152
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     784
_refine_ls_number_reflns         10011
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1419
_refine_ls_R_factor_gt           0.0888
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1425P)²+6.8043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2554
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8A), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23),
  C24(H24), C27(H27), C28(H28), C29(H29), C30(H30), C32(H32), C33(H33),
 C34(H34), C36(H36), C37(H37)
2.b Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C123(H12A,H12B,H12C), C43(H43A,H43B,H43C), C45(H45A,H45B,
 H45C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Cu1 Cu 0.19863(8) 0.96284(6) 0.23986(3) 0.0419(3) Uani 1 1 d . . . . .
Cu2 Cu 0.32886(8) 0.73134(6) 0.28706(3) 0.0427(3) Uani 1 1 d . . . . .
O1 O 0.2225(5) 0.8791(4) 0.30176(19) 0.0449(11) Uani 1 1 d . . . . .
O2 O 0.4028(6) 0.4858(4) 0.3966(2) 0.0717(17) Uani 1 1 d . . . . .
N1 N 0.0254(6) 0.8659(4) 0.2002(3) 0.0489(15) Uani 1 1 d . . . . .
N2 N 0.2179(6) 1.0009(4) 0.1651(2) 0.0449(14) Uani 1 1 d . . . . .
N3 N 0.3830(6) 1.0679(4) 0.2525(2) 0.0461(14) Uani 1 1 d . . . . .
N4 N 0.1523(6) 0.6396(4) 0.2440(2) 0.0464(14) Uani 1 1 d . . . . .
N5 N 0.3606(6) 0.7660(4) 0.2127(2) 0.0423(13) Uani 1 1 d . . . . .
N6 N 0.5177(6) 0.8368(5) 0.3018(2) 0.0469(14) Uani 1 1 d . . . . .
N7 N 0.2798(6) 0.7204(4) 0.3639(2) 0.0428(14) Uani 1 1 d . . . . .
N8 N 0.3934(7) 0.5819(5) 0.3160(3) 0.0536(16) Uani 1 1 d . . . . .
H8 H 0.429(6) 0.537(5) 0.301(2) 0.022(16) Uiso 1 1 d . . . . .
N9 N 0.1047(7) 1.1020(6) 0.2579(3) 0.0605(17) Uani 1 1 d . . . . .
C1 C -0.0733(8) 0.8005(6) 0.2248(4) 0.057(2) Uani 1 1 d . . . . .
H1 H -0.0599 0.7949 0.2635 0.068 Uiso 1 1 calc R . . . .
C2 C -0.1924(8) 0.7421(6) 0.1950(4) 0.070(3) Uani 1 1 d . . . . .
H2 H -0.2602 0.6965 0.2130 0.084 Uiso 1 1 calc R . . . .
C3 C -0.2123(8) 0.7499(7) 0.1401(5) 0.073(3) Uani 1 1 d . . . . .
H3 H -0.2934 0.7086 0.1191 0.087 Uiso 1 1 calc R . . . .
C4 C -0.1135(10) 0.8188(7) 0.1144(4) 0.071(3) Uani 1 1 d . . . . .
H4 H -0.1275 0.8265 0.0759 0.086 Uiso 1 1 calc R . . . .
C5 C 0.0051(8) 0.8759(6) 0.1457(3) 0.0515(19) Uani 1 1 d . . . . .
C6 C 0.1197(8) 0.9515(6) 0.1251(3) 0.0487(18) Uani 1 1 d . . . . .
C7 C 0.1349(10) 0.9749(7) 0.0708(3) 0.067(2) Uani 1 1 d . . . . .
H7 H 0.0678 0.9390 0.0417 0.081 Uiso 1 1 calc R . . . .
C8 C 0.2467(11) 1.0494(8) 0.0602(3) 0.070(2) Uani 1 1 d . . . . .
H8A H 0.2560 1.0670 0.0233 0.084 Uiso 1 1 calc R . . . .
C9 C 0.3487(9) 1.1011(6) 0.1019(3) 0.063(2) Uani 1 1 d . . . . .
H9 H 0.4271 1.1531 0.0941 0.075 Uiso 1 1 calc R . . . .
C10 C 0.3309(8) 1.0733(6) 0.1556(3) 0.0495(18) Uani 1 1 d . . . . .
C11 C 0.4260(8) 1.1147(5) 0.2062(3) 0.0497(18) Uani 1 1 d . . . . .
C12 C 0.5479(8) 1.1921(6) 0.2086(4) 0.063(2) Uani 1 1 d . . . . .
H12 H 0.5777 1.2234 0.1761 0.075 Uiso 1 1 calc R . . . .
C13 C 0.6254(9) 1.2230(7) 0.2587(4) 0.072(3) Uani 1 1 d . . . . .
H13 H 0.7098 1.2758 0.2611 0.087 Uiso 1 1 calc R . . . .
C14 C 0.5806(9) 1.1773(6) 0.3055(4) 0.066(2) Uani 1 1 d . . . . .
H14 H 0.6333 1.1987 0.3403 0.079 Uiso 1 1 calc R . . . .
C15 C 0.4590(8) 1.1005(6) 0.3012(3) 0.0534(19) Uani 1 1 d . . . . .
H15 H 0.4277 1.0697 0.3336 0.064 Uiso 1 1 calc R . . . .
C16 C 0.0501(8) 0.5744(6) 0.2650(3) 0.0522(19) Uani 1 1 d . . . . .
H16 H 0.0546 0.5710 0.3037 0.063 Uiso 1 1 calc R . . . .
C17 C -0.0627(8) 0.5113(6) 0.2318(4) 0.061(2) Uani 1 1 d . . . . .
H17 H -0.1354 0.4666 0.2475 0.073 Uiso 1 1 calc R . . . .
C18 C -0.0672(9) 0.5146(6) 0.1758(4) 0.065(2) Uani 1 1 d . . . . .
H18 H -0.1422 0.4701 0.1524 0.078 Uiso 1 1 calc R . . . .
C19 C 0.0377(8) 0.5831(6) 0.1534(3) 0.058(2) Uani 1 1 d . . . . .
H19 H 0.0349 0.5881 0.1148 0.069 Uiso 1 1 calc R . . . .
C20 C 0.1472(7) 0.6441(5) 0.1894(3) 0.0414(16) Uani 1 1 d . . . . .
C21 C 0.2660(7) 0.7204(5) 0.1709(3) 0.0452(17) Uani 1 1 d . . . . .
C22 C 0.2866(9) 0.7464(6) 0.1173(3) 0.056(2) Uani 1 1 d . . . . .
H22 H 0.2200 0.7144 0.0873 0.068 Uiso 1 1 calc R . . . .
C23 C 0.4034(9) 0.8181(6) 0.1087(3) 0.058(2) Uani 1 1 d . . . . .
H23 H 0.4178 0.8371 0.0724 0.070 Uiso 1 1 calc R . . . .
C24 C 0.5009(8) 0.8636(6) 0.1520(3) 0.0540(19) Uani 1 1 d . . . . .
H24 H 0.5826 0.9137 0.1460 0.065 Uiso 1 1 calc R . . . .
C25 C 0.4771(7) 0.8348(5) 0.2042(3) 0.0450(17) Uani 1 1 d . . . . .
C26 C 0.5685(7) 0.8759(6) 0.2561(3) 0.0458(17) Uani 1 1 d . . . . .
C27 C 0.6949(8) 0.9483(6) 0.2592(4) 0.057(2) Uani 1 1 d . . . . .
H27 H 0.7287 0.9756 0.2267 0.069 Uiso 1 1 calc R . . . .
C28 C 0.7721(8) 0.9809(7) 0.3099(4) 0.066(2) Uani 1 1 d . . . . .
H28 H 0.8594 1.0296 0.3126 0.079 Uiso 1 1 calc R . . . .
C29 C 0.7188(8) 0.9408(7) 0.3563(4) 0.068(2) Uani 1 1 d . . . . .
H29 H 0.7687 0.9620 0.3917 0.081 Uiso 1 1 calc R . . . .
C30 C 0.5923(7) 0.8696(6) 0.3506(3) 0.056(2) Uani 1 1 d . . . . .
H30 H 0.5563 0.8426 0.3828 0.067 Uiso 1 1 calc R . . . .
C31 C 0.1887(7) 0.8782(5) 0.3520(3) 0.0426(16) Uani 1 1 d . . . . .
C32 C 0.1291(8) 0.9516(6) 0.3756(3) 0.0549(19) Uani 1 1 d . . . . .
H32 H 0.1110 1.0109 0.3551 0.066 Uiso 1 1 calc R . . . .
C33 C 0.0944(9) 0.9416(7) 0.4287(3) 0.067(2) Uani 1 1 d . . . . .
H33 H 0.0507 0.9930 0.4426 0.080 Uiso 1 1 calc R . . . .
C34 C 0.1207(10) 0.8614(8) 0.4610(4) 0.073(2) Uani 1 1 d . . . . .
H34 H 0.0976 0.8576 0.4972 0.087 Uiso 1 1 calc R . . . .
C35 C 0.1833(8) 0.7832(6) 0.4400(3) 0.0544(19) Uani 1 1 d . . . . .
C36 C 0.2130(9) 0.6962(7) 0.4698(3) 0.067(2) Uani 1 1 d . . . . .
H36 H 0.1911 0.6879 0.5061 0.080 Uiso 1 1 calc R . . . .
C37 C 0.2737(9) 0.6227(7) 0.4470(3) 0.063(2) Uani 1 1 d . . . . .
H37 H 0.2925 0.5630 0.4669 0.076 Uiso 1 1 calc R . . . .
C38 C 0.3070(7) 0.6379(6) 0.3941(3) 0.0491(18) Uani 1 1 d . . . . .
C39 C 0.2185(7) 0.7923(6) 0.3863(3) 0.0453(17) Uani 1 1 d . . . . .
C40 C 0.3732(8) 0.5641(6) 0.3644(3) 0.0544(19) Uani 1 1 d . . . . .
C41 C 0.4585(13) 0.4058(8) 0.3703(4) 0.099(4) Uani 1 1 d . . . . .
H41A H 0.3889 0.3599 0.3428 0.149 Uiso 1 1 calc GR . . . .
H41B H 0.4892 0.3590 0.3979 0.149 Uiso 1 1 calc GR . . . .
H41C H 0.5350 0.4442 0.3523 0.149 Uiso 1 1 calc GR . . . .
C123 C 0.0919(10) 1.2939(6) 0.2266(4) 0.077(3) Uani 1 1 d . . . . .
H12A H 0.0289 1.2858 0.1926 0.115 Uiso 1 1 calc GR . . . .
H12B H 0.1819 1.3349 0.2200 0.115 Uiso 1 1 calc GR . . . .
H12C H 0.0606 1.3340 0.2550 0.115 Uiso 1 1 calc GR . . . .
C124 C 0.0979(7) 1.1863(7) 0.2447(3) 0.0509(18) Uani 1 1 d . . . . .
P1 P 0.7970(3) 0.1292(2) 0.09197(11) 0.0721(7) Uani 1 1 d . . . . .
F1 F 0.8439(9) 0.2529(5) 0.1103(3) 0.137(3) Uani 1 1 d . . . . .
F2 F 0.9426(11) 0.1295(10) 0.0936(8) 0.288(9) Uani 1 1 d . . . . .
F3 F 0.7596(12) 0.0035(6) 0.0723(3) 0.182(4) Uani 1 1 d . . . . .
F4 F 0.6514(9) 0.1309(12) 0.0908(6) 0.231(6) Uani 1 1 d . . . . .
F5 F 0.8062(11) 0.0915(7) 0.1508(3) 0.183(4) Uani 1 1 d . . . . .
F6 F 0.7837(13) 0.1634(6) 0.0316(3) 0.183(4) Uani 1 1 d . . . . .
P2 P 0.9799(2) 0.30668(19) 0.38307(9) 0.0630(6) Uani 1 1 d . . . . .
F7 F 1.0361(7) 0.3576(6) 0.4422(2) 0.125(3) Uani 1 1 d . . . . .
F8 F 1.1171(9) 0.3140(17) 0.3684(4) 0.270(9) Uani 1 1 d . . . . .
F9 F 0.9205(6) 0.2520(5) 0.3238(2) 0.1011(19) Uani 1 1 d . . . . .
F10 F 0.8407(7) 0.2888(13) 0.3984(3) 0.230(7) Uani 1 1 d . . . . .
F11 F 0.979(2) 0.1975(8) 0.4034(5) 0.265(8) Uani 1 1 d . . . . .
F12 F 0.997(2) 0.4151(7) 0.3621(4) 0.273(9) Uani 1 1 d . . . . .
P3 P 0.4673(2) 0.47382(16) 0.17516(9) 0.0563(6) Uani 1 1 d . . . . .
F13 F 0.5226(5) 0.5918(4) 0.2075(3) 0.0882(17) Uani 1 1 d . . . . .
F14 F 0.6171(5) 0.4601(5) 0.1766(3) 0.1003(19) Uani 1 1 d . . . . .
F15 F 0.4103(5) 0.3558(4) 0.1444(2) 0.0795(15) Uani 1 1 d . . . . .
F16 F 0.3182(5) 0.4873(4) 0.1759(2) 0.0766(14) Uani 1 1 d . . . . .
F17 F 0.4592(6) 0.4177(4) 0.2329(2) 0.0836(15) Uani 1 1 d . . . . .
F18 F 0.4714(7) 0.5294(5) 0.1185(2) 0.108(2) Uani 1 1 d . . . . .
N10 N -0.0091(14) 0.3636(14) -0.0227(5) 0.189(7) Uani 1 1 d . . . . .
C42 C 0.0604(11) 0.3584(10) 0.0141(4) 0.099(4) Uani 1 1 d . . . . .
C43 C 0.1486(10) 0.3589(11) 0.0628(4) 0.104(4) Uani 1 1 d . . . . .
H43A H 0.2184 0.3216 0.0553 0.156 Uiso 1 1 calc GR . . . .
H43B H 0.0975 0.3203 0.0906 0.156 Uiso 1 1 calc GR . . . .
H43C H 0.1912 0.4352 0.0763 0.156 Uiso 1 1 calc GR . . . .
N11 N 0.4019(12) 0.2844(10) -0.0095(4) 0.113(3) Uani 1 1 d . . . . .
C44 C 0.5075(15) 0.3364(10) 0.0073(4) 0.085(3) Uani 1 1 d . . . . .
C45 C 0.6401(12) 0.4015(10) 0.0279(5) 0.106(4) Uani 1 1 d . . . . .
H45A H 0.7075 0.3721 0.0117 0.159 Uiso 1 1 calc GR . . . .
H45B H 0.6552 0.3989 0.0679 0.159 Uiso 1 1 calc GR . . . .
H45C H 0.6484 0.4780 0.0181 0.159 Uiso 1 1 calc GR . . . .
C46 C 0.1859(16) 0.3607(13) 0.6180(8) 0.138(5) Uiso 1 1 d . . . . .
N12 N 0.2055(16) 0.3421(13) 0.6619(7) 0.182(6) Uiso 1 1 d . . . . .
C47 C 0.164(2) 0.4157(19) 0.5673(10) 0.211(9) Uiso 1 1 d . . . . .
C48 C 0.499(2) 0.0354(16) 0.4796(9) 0.189(8) Uiso 1 1 d . . . . .
C49 C 0.4255(14) 0.1028(11) 0.5155(6) 0.122(4) Uiso 1 1 d . . . . .
C50 C 0.402(2) 0.1810(19) 0.4724(9) 0.205(8) Uiso 1 1 d . . . . .
C51 C 0.3297(18) 0.2663(14) 0.5036(7) 0.162(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.895(4) . ?
Cu1 N1 2.016(6) . ?
Cu1 N2 1.932(6) . ?
Cu1 N3 2.014(6) . ?
Cu1 N9 2.249(6) . ?
Cu2 O1 2.409(4) . ?
Cu2 N4 2.048(6) . ?
Cu2 N5 1.939(6) . ?
Cu2 N6 2.053(6) . ?
Cu2 N7 2.015(6) . ?
Cu2 N8 2.238(6) . ?
O1 C31 1.324(8) . ?
O2 C40 1.344(9) . ?
O2 C41 1.447(11) . ?
N1 C1 1.358(10) . ?
N1 C5 1.345(9) . ?
N2 C6 1.339(9) . ?
N2 C10 1.341(9) . ?
N3 C11 1.368(9) . ?
N3 C15 1.343(9) . ?
N4 C16 1.334(9) . ?
N4 C20 1.341(9) . ?
N5 C21 1.335(9) . ?
N5 C25 1.339(9) . ?
N6 C26 1.351(9) . ?
N6 C30 1.340(9) . ?
N7 C38 1.351(8) . ?
N7 C39 1.360(9) . ?
N8 H8 0.84(6) . ?
N8 C40 1.250(9) . ?
N9 C124 1.128(9) . ?
C1 H1 0.9500 . ?
C1 C2 1.375(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.349(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(11) . ?
C5 C6 1.474(11) . ?
C6 C7 1.392(11) . ?
C7 H7 0.9500 . ?
C7 C8 1.353(12) . ?
C8 H8A 0.9500 . ?
C8 C9 1.395(12) . ?
C9 H9 0.9500 . ?
C9 C10 1.396(11) . ?
C10 C11 1.481(10) . ?
C11 C12 1.380(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.373(12) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.372(11) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.389(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.373(12) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(12) . ?
C19 H19 0.9500 . ?
C19 C20 1.392(10) . ?
C20 C21 1.485(10) . ?
C21 C22 1.395(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.359(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.375(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(10) . ?
C25 C26 1.487(10) . ?
C26 C27 1.386(10) . ?
C27 H27 0.9500 . ?
C27 C28 1.386(11) . ?
C28 H28 0.9500 . ?
C28 C29 1.381(12) . ?
C29 H29 0.9500 . ?
C29 C30 1.377(11) . ?
C30 H30 0.9500 . ?
C31 C32 1.377(10) . ?
C31 C39 1.450(9) . ?
C32 H32 0.9500 . ?
C32 C33 1.396(11) . ?
C33 H33 0.9500 . ?
C33 C34 1.354(12) . ?
C34 H34 0.9500 . ?
C34 C35 1.416(11) . ?
C35 C36 1.401(11) . ?
C35 C39 1.412(10) . ?
C36 H36 0.9500 . ?
C36 C37 1.375(12) . ?
C37 H37 0.9500 . ?
C37 C38 1.391(11) . ?
C38 C40 1.499(11) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C123 H12A 0.9800 . ?
C123 H12B 0.9800 . ?
C123 H12C 0.9800 . ?
C123 C124 1.442(11) . ?
P1 F1 1.544(6) . ?
P1 F2 1.494(9) . ?
P1 F3 1.575(8) . ?
P1 F4 1.502(9) . ?
P1 F5 1.532(7) . ?
P1 F6 1.554(8) . ?
P2 F7 1.556(6) . ?
P2 F8 1.483(9) . ?
P2 F9 1.580(5) . ?
P2 F10 1.493(8) . ?
P2 F11 1.466(9) . ?
P2 F12 1.443(8) . ?
P3 F13 1.600(5) . ?
P3 F14 1.590(5) . ?
P3 F15 1.585(5) . ?
P3 F16 1.588(5) . ?
P3 F17 1.602(5) . ?
P3 F18 1.573(6) . ?
N10 C42 1.096(12) . ?
C42 C43 1.410(14) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
N11 C44 1.144(14) . ?
C44 C45 1.434(17) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 N12 1.114(19) . ?
C46 C47 1.46(2) . ?
C48 C48 1.36(3) 2_656 ?
C48 C49 1.58(2) . ?
C49 C50 1.50(2) . ?
C50 C51 1.67(3) . ?

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 N1 99.7(2) . . ?
O1 Cu1 N2 153.4(2) . . ?
O1 Cu1 N3 96.7(2) . . ?
O1 Cu1 N9 112.5(2) . . ?
N1 Cu1 N9 94.0(2) . . ?
N2 Cu1 N1 79.7(3) . . ?
N2 Cu1 N3 80.7(2) . . ?
N2 Cu1 N9 94.0(2) . . ?
N3 Cu1 N1 160.2(3) . . ?
N3 Cu1 N9 90.0(2) . . ?
N4 Cu2 O1 90.08(19) . . ?
N4 Cu2 N6 159.2(2) . . ?
N4 Cu2 N8 93.0(2) . . ?
N5 Cu2 O1 95.28(19) . . ?
N5 Cu2 N4 79.6(2) . . ?
N5 Cu2 N6 79.6(2) . . ?
N5 Cu2 N7 168.9(2) . . ?
N5 Cu2 N8 114.4(2) . . ?
N6 Cu2 O1 91.7(2) . . ?
N6 Cu2 N8 95.7(2) . . ?
N7 Cu2 O1 73.64(19) . . ?
N7 Cu2 N4 100.0(2) . . ?
N7 Cu2 N6 100.4(2) . . ?
N7 Cu2 N8 76.7(2) . . ?
N8 Cu2 O1 150.3(2) . . ?
Cu1 O1 Cu2 114.8(2) . . ?
C31 O1 Cu1 135.1(4) . . ?
C31 O1 Cu2 109.9(4) . . ?
C40 O2 C41 115.2(7) . . ?
C1 N1 Cu1 125.1(5) . . ?
C5 N1 Cu1 115.4(5) . . ?
C5 N1 C1 119.3(6) . . ?
C6 N2 Cu1 118.6(5) . . ?
C6 N2 C10 123.1(6) . . ?
C10 N2 Cu1 118.3(5) . . ?
C11 N3 Cu1 114.2(5) . . ?
C15 N3 Cu1 126.4(5) . . ?
C15 N3 C11 119.2(6) . . ?
C16 N4 Cu2 126.5(5) . . ?
C16 N4 C20 119.4(6) . . ?
C20 N4 Cu2 114.0(5) . . ?
C21 N5 Cu2 119.2(5) . . ?
C21 N5 C25 121.4(6) . . ?
C25 N5 Cu2 119.3(5) . . ?
C26 N6 Cu2 114.2(5) . . ?
C30 N6 Cu2 127.3(5) . . ?
C30 N6 C26 118.5(6) . . ?
C38 N7 Cu2 118.9(5) . . ?
C38 N7 C39 118.7(6) . . ?
C39 N7 Cu2 122.3(4) . . ?
Cu2 N8 H8 132(4) . . ?
C40 N8 Cu2 112.0(5) . . ?
C40 N8 H8 116(4) . . ?
C124 N9 Cu1 142.3(6) . . ?
N1 C1 H1 119.2 . . ?
N1 C1 C2 121.5(9) . . ?
C2 C1 H1 119.2 . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.5(9) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(8) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(9) . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 120.9(8) . . ?
N1 C5 C6 113.1(6) . . ?
C4 C5 C6 126.0(8) . . ?
N2 C6 C5 113.1(6) . . ?
N2 C6 C7 119.1(8) . . ?
C7 C6 C5 127.8(7) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 119.0(8) . . ?
C8 C7 H7 120.5 . . ?
C7 C8 H8A 119.1 . . ?
C7 C8 C9 121.8(8) . . ?
C9 C8 H8A 119.1 . . ?
C8 C9 H9 121.3 . . ?
C8 C9 C10 117.3(8) . . ?
C10 C9 H9 121.3 . . ?
N2 C10 C9 119.6(7) . . ?
N2 C10 C11 113.2(6) . . ?
C9 C10 C11 127.2(8) . . ?
N3 C11 C10 113.5(6) . . ?
N3 C11 C12 121.0(7) . . ?
C12 C11 C10 125.5(7) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.0(8) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.9(8) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.3(8) . . ?
C15 C14 H14 120.4 . . ?
N3 C15 C14 121.6(8) . . ?
N3 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
N4 C16 H16 119.1 . . ?
N4 C16 C17 121.8(8) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.8(8) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.9(8) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 121.1 . . ?
C18 C19 C20 117.9(8) . . ?
C20 C19 H19 121.1 . . ?
N4 C20 C19 122.1(7) . . ?
N4 C20 C21 114.5(6) . . ?
C19 C20 C21 123.4(7) . . ?
N5 C21 C20 112.5(6) . . ?
N5 C21 C22 119.8(7) . . ?
C22 C21 C20 127.7(7) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 118.9(7) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.8(7) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 120.8 . . ?
C23 C24 C25 118.3(7) . . ?
C25 C24 H24 120.8 . . ?
N5 C25 C24 120.7(7) . . ?
N5 C25 C26 112.8(6) . . ?
C24 C25 C26 126.5(7) . . ?
N6 C26 C25 114.0(6) . . ?
N6 C26 C27 121.2(7) . . ?
C27 C26 C25 124.8(7) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0(8) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.8 . . ?
C29 C28 C27 118.3(7) . . ?
C29 C28 H28 120.8 . . ?
C28 C29 H29 120.5 . . ?
C30 C29 C28 119.0(8) . . ?
C30 C29 H29 120.5 . . ?
N6 C30 C29 123.0(8) . . ?
N6 C30 H30 118.5 . . ?
C29 C30 H30 118.5 . . ?
O1 C31 C32 126.6(6) . . ?
O1 C31 C39 117.2(6) . . ?
C32 C31 C39 116.2(7) . . ?
C31 C32 H32 119.0 . . ?
C31 C32 C33 122.0(7) . . ?
C33 C32 H32 119.0 . . ?
C32 C33 H33 118.8 . . ?
C34 C33 C32 122.4(8) . . ?
C34 C33 H33 118.8 . . ?
C33 C34 H34 120.4 . . ?
C33 C34 C35 119.1(8) . . ?
C35 C34 H34 120.4 . . ?
C36 C35 C34 123.5(8) . . ?
C36 C35 C39 117.5(7) . . ?
C39 C35 C34 119.0(7) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 C35 120.7(8) . . ?
C37 C36 H36 119.6 . . ?
C36 C37 H37 120.7 . . ?
C36 C37 C38 118.5(7) . . ?
C38 C37 H37 120.7 . . ?
N7 C38 C37 122.7(7) . . ?
N7 C38 C40 113.3(6) . . ?
C37 C38 C40 124.1(7) . . ?
N7 C39 C31 116.8(6) . . ?
N7 C39 C35 121.8(6) . . ?
C35 C39 C31 121.3(7) . . ?
O2 C40 C38 111.2(7) . . ?
N8 C40 O2 129.7(8) . . ?
N8 C40 C38 119.1(7) . . ?
O2 C41 H41A 109.5 . . ?
O2 C41 H41B 109.5 . . ?
O2 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
H12A C123 H12B 109.5 . . ?
H12A C123 H12C 109.5 . . ?
H12B C123 H12C 109.5 . . ?
C124 C123 H12A 109.5 . . ?
C124 C123 H12B 109.5 . . ?
C124 C123 H12C 109.5 . . ?
N9 C124 C123 178.4(9) . . ?
F1 P1 F3 176.0(6) . . ?
F1 P1 F6 88.2(4) . . ?
F2 P1 F1 87.7(6) . . ?
F2 P1 F3 88.4(7) . . ?
F2 P1 F4 179.0(9) . . ?
F2 P1 F5 87.4(8) . . ?
F2 P1 F6 93.6(8) . . ?
F4 P1 F1 91.4(6) . . ?
F4 P1 F3 92.5(7) . . ?
F4 P1 F5 92.5(7) . . ?
F4 P1 F6 86.5(7) . . ?
F5 P1 F1 93.8(5) . . ?
F5 P1 F3 87.0(5) . . ?
F5 P1 F6 177.8(5) . . ?
F6 P1 F3 91.1(4) . . ?
F7 P2 F9 178.4(4) . . ?
F8 P2 F7 92.6(4) . . ?
F8 P2 F9 88.3(4) . . ?
F8 P2 F10 175.0(11) . . ?
F10 P2 F7 88.5(4) . . ?
F10 P2 F9 90.5(4) . . ?
F11 P2 F7 88.8(5) . . ?
F11 P2 F8 88.6(10) . . ?
F11 P2 F9 89.9(5) . . ?
F11 P2 F10 86.6(9) . . ?
F12 P2 F7 90.9(5) . . ?
F12 P2 F8 84.7(10) . . ?
F12 P2 F9 90.6(5) . . ?
F12 P2 F10 100.2(10) . . ?
F12 P2 F11 173.2(11) . . ?
F13 P3 F17 89.1(3) . . ?
F14 P3 F13 90.7(3) . . ?
F14 P3 F17 89.1(3) . . ?
F15 P3 F13 178.5(3) . . ?
F15 P3 F14 90.1(3) . . ?
F15 P3 F16 90.6(3) . . ?
F15 P3 F17 89.6(3) . . ?
F16 P3 F13 88.6(3) . . ?
F16 P3 F14 178.1(3) . . ?
F16 P3 F17 89.1(3) . . ?
F18 P3 F13 90.8(3) . . ?
F18 P3 F14 92.4(4) . . ?
F18 P3 F15 90.5(3) . . ?
F18 P3 F16 89.4(3) . . ?
F18 P3 F17 178.5(3) . . ?
N10 C42 C43 175.9(17) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
N11 C44 C45 179.5(13) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N12 C46 C47 164(2) . . ?
C48 C48 C49 89(2) 2_656 . ?
C50 C49 C48 95.6(14) . . ?
C49 C50 C51 103.7(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_galia25
_database_code_depnum_ccdc_archive 'CCDC 1542421'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia25 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H17 Mn N3 O4, H2 O'
_chemical_formula_sum            'C19 H19 Mn N3 O5'
_chemical_formula_weight         424.31
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.420(3)
_cell_length_b                   10.766(3)
_cell_length_c                   10.903(2)
_cell_angle_alpha                83.00(3)
_cell_angle_beta                 83.70(5)
_cell_angle_gamma                83.759(14)
_cell_volume                     970.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3006
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.70
_cell_measurement_theta_min      1.91
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.830
_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_T_max  0.9284
_exptl_absorpt_correction_T_min  0.8303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             438
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?  
;
_exptl_transmission_factor_max   0.928
_exptl_transmission_factor_min   0.830
_diffrn_reflns_av_R_equivalents  0.070
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3188
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.480
_diffrn_reflns_theta_max         24.480
_diffrn_reflns_theta_min         1.891
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2941
_reflns_number_total             3188
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0506
_refine_ls_restrained_S_all      1.289
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+0.8187P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1194
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Mn1 Mn 0.28900(6) 0.27903(4) 0.77273(4) 0.02580(18) Uani 1 1 d . . . . .
O1 O 0.4046(3) 0.2354(2) 0.9412(2) 0.0415(6) Uani 1 1 d . . . . .
O2 O 0.1985(3) 0.1189(3) 0.9735(3) 0.0551(7) Uani 1 1 d . . . . .
O3 O 0.3230(3) 0.0916(2) 0.6890(2) 0.0447(6) Uani 1 1 d . . . . .
O4 O 0.2122(3) 0.2573(2) 0.5796(2) 0.0372(6) Uani 1 1 d . . . . .
N1 N 0.0411(3) 0.3788(2) 0.8351(2) 0.0291(6) Uani 1 1 d . . . . .
N2 N 0.3022(3) 0.4910(2) 0.7346(2) 0.0263(6) Uani 1 1 d . . . . .
N3 N 0.5415(3) 0.3201(2) 0.6795(2) 0.0265(6) Uani 1 1 d . . . . .
C1 C -0.0884(4) 0.3171(3) 0.8827(3) 0.0333(8) Uani 1 1 d . . . . .
H1 H -0.0773 0.2278 0.8896 0.040 Uiso 1 1 calc R . . . .
C2 C -0.2368(4) 0.3782(4) 0.9218(3) 0.0391(9) Uani 1 1 d . . . . .
H2 H -0.3250 0.3320 0.9538 0.047 Uiso 1 1 calc R . . . .
C3 C -0.2514(4) 0.5092(4) 0.9123(3) 0.0406(9) Uani 1 1 d . . . . .
H3 H -0.3503 0.5540 0.9387 0.049 Uiso 1 1 calc R . . . .
C4 C -0.1191(4) 0.5743(3) 0.8636(3) 0.0371(8) Uani 1 1 d . . . . .
H4 H -0.1277 0.6635 0.8570 0.045 Uiso 1 1 calc R . . . .
C5 C 0.0261(4) 0.5072(3) 0.8247(3) 0.0294(7) Uani 1 1 d . . . . .
C6 C 0.1730(4) 0.5706(3) 0.7695(3) 0.0277(7) Uani 1 1 d . . . . .
C7 C 0.1811(4) 0.7013(3) 0.7545(3) 0.0351(8) Uani 1 1 d . . . . .
H7 H 0.0906 0.7564 0.7795 0.042 Uiso 1 1 calc R . . . .
C8 C 0.3237(4) 0.7492(3) 0.7024(3) 0.0390(9) Uani 1 1 d . . . . .
H8 H 0.3312 0.8373 0.6935 0.047 Uiso 1 1 calc R . . . .
C9 C 0.4550(4) 0.6687(3) 0.6635(3) 0.0359(8) Uani 1 1 d . . . . .
H9 H 0.5516 0.7007 0.6258 0.043 Uiso 1 1 calc R . . . .
C10 C 0.4409(4) 0.5383(3) 0.6816(3) 0.0270(7) Uani 1 1 d . . . . .
C11 C 0.5752(4) 0.4409(3) 0.6476(3) 0.0255(7) Uani 1 1 d . . . . .
C12 C 0.7257(4) 0.4723(3) 0.5892(3) 0.0316(7) Uani 1 1 d . . . . .
H12 H 0.7446 0.5575 0.5642 0.038 Uiso 1 1 calc R . . . .
C13 C 0.8459(4) 0.3755(3) 0.5690(3) 0.0333(8) Uani 1 1 d . . . . .
H13 H 0.9489 0.3939 0.5308 0.040 Uiso 1 1 calc R . . . .
C14 C 0.8141(4) 0.2518(3) 0.6049(3) 0.0340(8) Uani 1 1 d . . . . .
H14 H 0.8954 0.1846 0.5935 0.041 Uiso 1 1 calc R . . . .
C15 C 0.6600(4) 0.2280(3) 0.6584(3) 0.0315(7) Uani 1 1 d . . . . .
H15 H 0.6378 0.1431 0.6808 0.038 Uiso 1 1 calc R . . . .
C16 C 0.3256(4) 0.1518(3) 1.0064(3) 0.0346(8) Uani 1 1 d . . . . .
C17 C 0.3883(6) 0.0926(4) 1.1261(4) 0.0579(11) Uani 1 1 d . . . . .
H17A H 0.5053 0.0928 1.1189 0.087 Uiso 1 1 calc GR . . . .
H17B H 0.3600 0.0059 1.1434 0.087 Uiso 1 1 calc GR . . . .
H17C H 0.3404 0.1407 1.1940 0.087 Uiso 1 1 calc GR . . . .
C18 C 0.2603(4) 0.1420(3) 0.5926(3) 0.0306(8) Uani 1 1 d . . . . .
C19 C 0.2436(6) 0.0624(4) 0.4906(4) 0.0545(11) Uani 1 1 d . . . . .
H19A H 0.3503 0.0294 0.4566 0.082 Uiso 1 1 calc GR . . . .
H19B H 0.1886 0.1138 0.4245 0.082 Uiso 1 1 calc GR . . . .
H19C H 0.1810 -0.0078 0.5245 0.082 Uiso 1 1 calc GR . . . .
O5 O 0.9979(5) 0.0176(3) 0.1881(4) 0.0673(10) Uani 1 1 d . . . . .
H5A H 1.044(8) 0.039(6) 0.119(6) 0.10(2) Uiso 1 1 d . . . . .
H5B H 0.911(8) 0.000(6) 0.162(6) 0.12(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 2.150(3) . ?
Mn1 O3 2.292(3) . ?
Mn1 O4 2.314(3) . ?
Mn1 N1 2.313(3) . ?
Mn1 N2 2.282(3) . ?
Mn1 N3 2.317(3) . ?
O1 C16 1.277(4) . ?
O2 C16 1.263(4) . ?
O3 C18 1.264(4) . ?
O4 C18 1.260(4) . ?
N1 C1 1.360(4) . ?
N1 C5 1.366(4) . ?
N2 C6 1.360(4) . ?
N2 C10 1.366(4) . ?
N3 C11 1.357(4) . ?
N3 C15 1.350(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.396(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.395(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.401(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.402(5) . ?
C5 C6 1.509(5) . ?
C6 C7 1.405(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.389(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.410(4) . ?
C10 C11 1.503(4) . ?
C11 C12 1.411(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.400(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.505(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.512(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
O5 H5A 0.82(7) . ?
O5 H5B 0.86(7) . ?

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 Mn1 O3 103.11(10) . . ?
O1 Mn1 O4 159.61(9) . . ?
O1 Mn1 N1 104.12(10) . . ?
O1 Mn1 N2 101.51(10) . . ?
O1 Mn1 N3 85.28(10) . . ?
O3 Mn1 O4 57.05(9) . . ?
O3 Mn1 N1 123.83(10) . . ?
O3 Mn1 N3 88.40(10) . . ?
O4 Mn1 N3 89.22(10) . . ?
N1 Mn1 O4 92.32(10) . . ?
N1 Mn1 N3 141.76(10) . . ?
N2 Mn1 O3 145.73(10) . . ?
N2 Mn1 O4 95.02(9) . . ?
N2 Mn1 N1 71.55(10) . . ?
N2 Mn1 N3 70.26(9) . . ?
C16 O1 Mn1 105.2(2) . . ?
C18 O3 Mn1 91.27(19) . . ?
C18 O4 Mn1 90.4(2) . . ?
C1 N1 Mn1 123.8(2) . . ?
C1 N1 C5 118.7(3) . . ?
C5 N1 Mn1 117.5(2) . . ?
C6 N2 Mn1 119.6(2) . . ?
C6 N2 C10 119.8(3) . . ?
C10 N2 Mn1 120.5(2) . . ?
C11 N3 Mn1 119.6(2) . . ?
C15 N3 Mn1 122.5(2) . . ?
C15 N3 C11 117.9(3) . . ?
N1 C1 H1 118.3 . . ?
N1 C1 C2 123.4(3) . . ?
C2 C1 H1 118.3 . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.8(3) . . ?
N1 C5 C6 116.3(3) . . ?
C4 C5 C6 122.8(3) . . ?
N2 C6 C5 114.9(3) . . ?
N2 C6 C7 120.9(3) . . ?
C7 C6 C5 124.3(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 C6 119.1(3) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.9 . . ?
C8 C9 C10 118.2(3) . . ?
C10 C9 H9 120.9 . . ?
N2 C10 C9 121.6(3) . . ?
N2 C10 C11 114.8(3) . . ?
C9 C10 C11 123.6(3) . . ?
N3 C11 C10 114.8(3) . . ?
N3 C11 C12 122.4(3) . . ?
C12 C11 C10 122.8(3) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 C11 118.4(3) . . ?
C13 C12 H12 120.8 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 120.7 . . ?
C13 C14 C15 118.7(3) . . ?
C15 C14 H14 120.7 . . ?
N3 C15 C14 123.0(3) . . ?
N3 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
O1 C16 C17 117.7(3) . . ?
O2 C16 O1 122.2(3) . . ?
O2 C16 C17 120.2(4) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 C19 119.3(3) . . ?
O4 C18 O3 121.3(3) . . ?
O4 C18 C19 119.3(3) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
H5A O5 H5B 97(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_galia21
_database_code_depnum_ccdc_archive 'CCDC 1542420'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia21 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C66 H48 Mn4 N10 O14), 4(F6 P), 3(C4 O)'
_chemical_formula_sum            'C144 H96 F24 Mn8 N20 O31 P4'
_chemical_formula_weight         3621.80
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.4080(2)
_cell_length_b                   20.7610(3)
_cell_length_c                   26.8660(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.0360(6)
_cell_angle_gamma                90
_cell_volume                     7723.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13280
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.72
_cell_measurement_theta_min      0.79
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.800
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  0.8522
_exptl_absorpt_correction_T_min  0.7835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3648
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ?  
;
_exptl_transmission_factor_max   0.8522
_exptl_transmission_factor_min   0.7835
_diffrn_reflns_av_R_equivalents  0.075
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            13159
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.719
_diffrn_reflns_theta_max         24.719
_diffrn_reflns_theta_min         1.259
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7942
_reflns_number_total             13159
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.812
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.182
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1033
_refine_ls_number_reflns         13159
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0720
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1446P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1939
_refine_ls_wR_factor_ref         0.2218
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C72-C71
 1.5 with sigma of 0.001
 O16-C72
 1.4 with sigma of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C37(H37),
  C38(H38), C40(H40), C41(H41), C42(H42), C48(H48), C49(H49), C51(H51),
 C52(H52), C53(H53), C59(H59), C60(H60), C62(H62), C63(H63), C64(H64)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C12(H12A,H12B,H12C), C23(H23A,H23B,H23C), C34(H34A,H34B,
 H34C), C45(H45A,H45B,H45C), C56(H56A,H56B,H56C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Mn1 Mn 0.21519(5) 0.21175(4) 0.84320(3) 0.0408(2) Uani 1 1 d . . . . .
Mn2 Mn 0.32942(5) 0.12723(4) 0.77159(3) 0.0402(2) Uani 1 1 d . . . . .
Mn3 Mn 0.21673(5) 0.04381(4) 0.84249(3) 0.0400(2) Uani 1 1 d . . . . .
Mn4 Mn 0.43394(5) -0.01410(4) 0.83422(3) 0.0407(2) Uani 1 1 d . . . . .
O1 O -0.0910(2) 0.2602(2) 0.79442(17) 0.0646(12) Uani 1 1 d . . . . .
O2 O 0.3317(3) 0.4164(2) 0.90259(18) 0.0794(14) Uani 1 1 d . . . . .
O3 O 0.2216(3) 0.3446(2) 0.86214(18) 0.0689(12) Uani 1 1 d . . . . .
O4 O 0.2780(2) 0.12555(16) 0.88543(13) 0.0412(9) Uani 1 1 d . . . . .
O5 O 0.3215(2) 0.22640(18) 0.79503(14) 0.0441(9) Uani 1 1 d . . . . .
O6 O 0.3750(3) 0.1610(2) 0.62015(16) 0.0628(12) Uani 1 1 d . . . . .
O7 O 0.1708(2) 0.12430(16) 0.78740(13) 0.0384(8) Uani 1 1 d . . . . .
O8 O 0.2987(2) 0.02361(17) 0.77551(14) 0.0414(9) Uani 1 1 d . . . . .
O9 O -0.0717(3) -0.0249(2) 0.83373(17) 0.0619(12) Uani 1 1 d . . . . .
O10 O 0.3200(2) -0.02736(18) 0.87931(14) 0.0438(9) Uani 1 1 d . . . . .
O11 O 0.4438(2) 0.09012(17) 0.83000(13) 0.0416(9) Uani 1 1 d . . . . .
O12 O 0.4582(3) -0.14624(19) 0.71100(16) 0.0565(11) Uani 1 1 d . . . . .
O13 O 0.6849(3) -0.12817(19) 0.94808(16) 0.0552(10) Uani 1 1 d . . . . .
O14 O 0.5387(3) -0.1129(2) 0.89203(16) 0.0550(10) Uani 1 1 d . . . . .
N1 N 0.0601(3) 0.2248(2) 0.84600(18) 0.0458(11) Uani 1 1 d . . . . .
N2 N 0.1382(3) 0.2625(2) 0.77352(17) 0.0411(11) Uani 1 1 d . . . . .
N3 N 0.3379(3) 0.2472(2) 0.90984(16) 0.0415(11) Uani 1 1 d . . . . .
N4 N 0.4050(3) 0.1368(2) 0.70821(18) 0.0479(12) Uani 1 1 d . . . . .
N5 N 0.2167(3) 0.1376(2) 0.69701(17) 0.0383(10) Uani 1 1 d . . . . .
N6 N 0.0799(3) 0.0253(2) 0.86523(19) 0.0480(12) Uani 1 1 d . . . . .
N7 N 0.1243(3) -0.0174(2) 0.78115(17) 0.0395(10) Uani 1 1 d . . . . .
N8 N 0.4882(3) -0.0602(2) 0.76952(17) 0.0451(11) Uani 1 1 d . . . . .
N9 N 0.3651(3) -0.1092(2) 0.81419(17) 0.0374(10) Uani 1 1 d . . . . .
N10 N 0.5766(3) 0.0151(2) 0.89108(16) 0.0416(11) Uani 1 1 d . . . . .
C1 C -0.1369(4) 0.2412(4) 0.8342(3) 0.079(2) Uani 1 1 d . . . . .
H1A H -0.2058 0.2518 0.8227 0.119 Uiso 1 1 calc GR . . . .
H1B H -0.1067 0.2644 0.8664 0.119 Uiso 1 1 calc GR . . . .
H1C H -0.1290 0.1948 0.8403 0.119 Uiso 1 1 calc GR . . . .
C2 C 0.0034(4) 0.2492(3) 0.8059(2) 0.0481(14) Uani 1 1 d . . . . .
C3 C 0.0428(4) 0.2708(3) 0.7625(2) 0.0430(13) Uani 1 1 d . . . . .
C4 C -0.0084(4) 0.2986(3) 0.7145(2) 0.0555(16) Uani 1 1 d . . . . .
H4 H -0.0764 0.3042 0.7065 0.067 Uiso 1 1 calc R . . . .
C5 C 0.0392(5) 0.3171(3) 0.6803(2) 0.0595(16) Uani 1 1 d . . . . .
H5 H 0.0043 0.3342 0.6477 0.071 Uiso 1 1 calc R . . . .
C6 C 0.1405(4) 0.3112(3) 0.6924(2) 0.0484(14) Uani 1 1 d . . . . .
C7 C 0.1995(5) 0.3322(3) 0.6610(3) 0.0639(17) Uani 1 1 d . . . . .
H7 H 0.1714 0.3533 0.6290 0.077 Uiso 1 1 calc R . . . .
C8 C 0.2962(5) 0.3221(3) 0.6771(3) 0.0627(17) Uani 1 1 d . . . . .
H8 H 0.3353 0.3385 0.6568 0.075 Uiso 1 1 calc R . . . .
C9 C 0.3409(5) 0.2881(3) 0.7230(2) 0.0565(16) Uani 1 1 d . . . . .
H9 H 0.4088 0.2816 0.7325 0.068 Uiso 1 1 calc R . . . .
C10 C 0.2877(4) 0.2644(3) 0.7541(2) 0.0422(13) Uani 1 1 d . . . . .
C11 C 0.1860(4) 0.2804(2) 0.7392(2) 0.0392(12) Uani 1 1 d . . . . .
C12 C 0.2688(6) 0.4675(4) 0.8774(4) 0.110(3) Uani 1 1 d . . . . .
H12A H 0.2621 0.4663 0.8401 0.165 Uiso 1 1 calc GR . . . .
H12B H 0.2962 0.5091 0.8915 0.165 Uiso 1 1 calc GR . . . .
H12C H 0.2052 0.4620 0.8834 0.165 Uiso 1 1 calc GR . . . .
C13 C 0.2990(5) 0.3567(3) 0.8914(2) 0.0560(16) Uani 1 1 d . . . . .
C14 C 0.3665(4) 0.3068(3) 0.9205(2) 0.0500(14) Uani 1 1 d . . . . .
C15 C 0.4559(5) 0.3221(3) 0.9563(3) 0.0654(18) Uani 1 1 d . . . . .
H15 H 0.4751 0.3658 0.9624 0.079 Uiso 1 1 calc R . . . .
C16 C 0.5137(4) 0.2747(3) 0.9820(2) 0.0618(17) Uani 1 1 d . . . . .
H16 H 0.5739 0.2849 1.0060 0.074 Uiso 1 1 calc R . . . .
C17 C 0.4840(4) 0.2097(3) 0.9729(2) 0.0483(14) Uani 1 1 d . . . . .
C18 C 0.5352(4) 0.1573(3) 1.0000(2) 0.0530(16) Uani 1 1 d . . . . .
H18 H 0.5951 0.1640 1.0253 0.064 Uiso 1 1 calc R . . . .
C19 C 0.4987(4) 0.0968(3) 0.9900(2) 0.0537(16) Uani 1 1 d . . . . .
H19 H 0.5336 0.0619 1.0092 0.064 Uiso 1 1 calc R . . . .
C20 C 0.4127(4) 0.0841(3) 0.9528(2) 0.0503(15) Uani 1 1 d . . . . .
H20 H 0.3897 0.0411 0.9473 0.060 Uiso 1 1 calc R . . . .
C21 C 0.3593(4) 0.1340(3) 0.9233(2) 0.0410(13) Uani 1 1 d . . . . .
C22 C 0.3935(3) 0.1980(3) 0.9353(2) 0.0420(13) Uani 1 1 d . . . . .
C23 C 0.4777(4) 0.1661(5) 0.6252(3) 0.087(3) Uani 1 1 d . . . . .
H23A H 0.4878 0.1716 0.5908 0.130 Uiso 1 1 calc GR . . . .
H23B H 0.5103 0.1268 0.6412 0.130 Uiso 1 1 calc GR . . . .
H23C H 0.5043 0.2033 0.6469 0.130 Uiso 1 1 calc GR . . . .
C24 C 0.3503(4) 0.1476(3) 0.6636(2) 0.0483(14) Uani 1 1 d . . . . .
C25 C 0.2426(4) 0.1460(3) 0.6548(2) 0.0455(14) Uani 1 1 d . . . . .
C26 C 0.1764(4) 0.1529(3) 0.6063(2) 0.0594(17) Uani 1 1 d . . . . .
H26 H 0.1973 0.1613 0.5763 0.071 Uiso 1 1 calc R . . . .
C27 C 0.0805(4) 0.1473(3) 0.6032(2) 0.0653(18) Uani 1 1 d . . . . .
H27 H 0.0340 0.1509 0.5705 0.078 Uiso 1 1 calc R . . . .
C28 C 0.0496(4) 0.1362(3) 0.6475(2) 0.0458(14) Uani 1 1 d . . . . .
C29 C -0.0472(4) 0.1276(3) 0.6472(2) 0.0557(16) Uani 1 1 d . . . . .
H29 H -0.0972 0.1282 0.6156 0.067 Uiso 1 1 calc R . . . .
C30 C -0.0680(4) 0.1183(3) 0.6939(2) 0.0531(15) Uani 1 1 d . . . . .
H30 H -0.1336 0.1132 0.6938 0.064 Uiso 1 1 calc R . . . .
C31 C 0.0028(3) 0.1162(3) 0.7409(2) 0.0455(14) Uani 1 1 d . . . . .
H31 H -0.0154 0.1095 0.7719 0.055 Uiso 1 1 calc R . . . .
C32 C 0.0990(3) 0.1236(2) 0.7434(2) 0.0383(12) Uani 1 1 d . . . . .
C33 C 0.1229(3) 0.1327(2) 0.6953(2) 0.0363(12) Uani 1 1 d . . . . .
C34 C -0.1065(5) -0.0008(4) 0.8761(3) 0.077(2) Uani 1 1 d . . . . .
H34A H -0.1710 -0.0182 0.8731 0.115 Uiso 1 1 calc GR . . . .
H34B H -0.1096 0.0464 0.8746 0.115 Uiso 1 1 calc GR . . . .
H34C H -0.0623 -0.0143 0.9092 0.115 Uiso 1 1 calc GR . . . .
C35 C 0.0160(4) -0.0084(3) 0.8322(2) 0.0453(14) Uani 1 1 d . . . . .
C36 C 0.0354(4) -0.0299(3) 0.7832(2) 0.0436(13) Uani 1 1 d . . . . .
C37 C -0.0341(4) -0.0585(3) 0.7420(3) 0.0551(16) Uani 1 1 d . . . . .
H37 H -0.0970 -0.0678 0.7449 0.066 Uiso 1 1 calc R . . . .
C38 C -0.0093(4) -0.0727(3) 0.6979(2) 0.0592(17) Uani 1 1 d . . . . .
H38 H -0.0557 -0.0919 0.6696 0.071 Uiso 1 1 calc R . . . .
C39 C 0.0848(4) -0.0592(3) 0.6933(2) 0.0509(15) Uani 1 1 d . . . . .
C40 C 0.1149(4) -0.0709(3) 0.6493(2) 0.0603(17) Uani 1 1 d . . . . .
H40 H 0.0733 -0.0919 0.6202 0.072 Uiso 1 1 calc R . . . .
C41 C 0.2061(5) -0.0515(3) 0.6484(3) 0.0634(17) Uani 1 1 d . . . . .
H41 H 0.2265 -0.0595 0.6182 0.076 Uiso 1 1 calc R . . . .
C42 C 0.2697(4) -0.0204(3) 0.6906(2) 0.0500(14) Uani 1 1 d . . . . .
H42 H 0.3315 -0.0072 0.6883 0.060 Uiso 1 1 calc R . . . .
C43 C 0.2438(3) -0.0090(3) 0.7348(2) 0.0397(13) Uani 1 1 d . . . . .
C44 C 0.1505(4) -0.0295(2) 0.7367(2) 0.0421(13) Uani 1 1 d . . . . .
C45 C 0.5168(5) -0.1184(3) 0.6812(3) 0.070(2) Uani 1 1 d . . . . .
H45A H 0.5213 -0.1485 0.6538 0.105 Uiso 1 1 calc GR . . . .
H45B H 0.5816 -0.1098 0.7038 0.105 Uiso 1 1 calc GR . . . .
H45C H 0.4875 -0.0780 0.6655 0.105 Uiso 1 1 calc GR . . . .
C46 C 0.4508(3) -0.1128(3) 0.7524(2) 0.0426(13) Uani 1 1 d . . . . .
C47 C 0.3886(4) -0.1474(3) 0.7808(2) 0.0435(13) Uani 1 1 d . . . . .
C48 C 0.3608(4) -0.2116(3) 0.7736(2) 0.0511(15) Uani 1 1 d . . . . .
H48 H 0.3771 -0.2373 0.7480 0.061 Uiso 1 1 calc R . . . .
C49 C 0.3082(4) -0.2367(3) 0.8054(2) 0.0514(15) Uani 1 1 d . . . . .
H49 H 0.2887 -0.2806 0.8020 0.062 Uiso 1 1 calc R . . . .
C50 C 0.2839(3) -0.1981(3) 0.8424(2) 0.0449(14) Uani 1 1 d . . . . .
C51 C 0.2299(4) -0.2192(3) 0.8772(2) 0.0530(16) Uani 1 1 d . . . . .
H51 H 0.2114 -0.2631 0.8778 0.064 Uiso 1 1 calc R . . . .
C52 C 0.2059(4) -0.1752(3) 0.9092(2) 0.0513(15) Uani 1 1 d . . . . .
H52 H 0.1685 -0.1892 0.9313 0.062 Uiso 1 1 calc R . . . .
C53 C 0.2335(4) -0.1104(3) 0.9113(2) 0.0483(14) Uani 1 1 d . . . . .
H53 H 0.2144 -0.0817 0.9342 0.058 Uiso 1 1 calc R . . . .
C54 C 0.2889(3) -0.0880(3) 0.8798(2) 0.0410(13) Uani 1 1 d . . . . .
C55 C 0.3127(3) -0.1329(3) 0.8451(2) 0.0401(13) Uani 1 1 d . . . . .
C56 C 0.6708(4) -0.1958(3) 0.9491(3) 0.0613(17) Uani 1 1 d . . . . .
H56A H 0.6959 -0.2163 0.9226 0.092 Uiso 1 1 calc GR . . . .
H56B H 0.6017 -0.2050 0.9420 0.092 Uiso 1 1 calc GR . . . .
H56C H 0.7051 -0.2126 0.9833 0.092 Uiso 1 1 calc GR . . . .
C57 C 0.6149(4) -0.0920(3) 0.9186(2) 0.0450(14) Uani 1 1 d . . . . .
C58 C 0.6408(4) -0.0235(3) 0.9212(2) 0.0428(13) Uani 1 1 d . . . . .
C59 C 0.7295(4) -0.0013(3) 0.9529(2) 0.0523(15) Uani 1 1 d . . . . .
H59 H 0.7730 -0.0301 0.9751 0.063 Uiso 1 1 calc R . . . .
C60 C 0.7525(4) 0.0631(3) 0.9512(2) 0.0539(16) Uani 1 1 d . . . . .
H60 H 0.8131 0.0786 0.9717 0.065 Uiso 1 1 calc R . . . .
C61 C 0.6858(4) 0.1061(3) 0.9188(2) 0.0485(14) Uani 1 1 d . . . . .
C62 C 0.7034(4) 0.1732(3) 0.9139(2) 0.0574(16) Uani 1 1 d . . . . .
H62 H 0.7625 0.1921 0.9332 0.069 Uiso 1 1 calc R . . . .
C63 C 0.6346(4) 0.2093(3) 0.8813(2) 0.0558(16) Uani 1 1 d . . . . .
H63 H 0.6466 0.2538 0.8776 0.067 Uiso 1 1 calc R . . . .
C64 C 0.5453(4) 0.1828(3) 0.8528(2) 0.0494(14) Uani 1 1 d . . . . .
H64 H 0.4985 0.2101 0.8308 0.059 Uiso 1 1 calc R . . . .
C65 C 0.5246(3) 0.1190(3) 0.8560(2) 0.0386(13) Uani 1 1 d . . . . .
C66 C 0.5974(3) 0.0788(3) 0.8896(2) 0.0417(13) Uani 1 1 d . . . . .
P1 P 0.68262(11) 0.06794(9) 0.74356(7) 0.0586(5) Uani 1 1 d . . . . .
F1 F 0.6265(3) 0.13324(18) 0.74737(17) 0.0788(12) Uani 1 1 d . . . . .
F2 F 0.7360(3) 0.0032(2) 0.73794(18) 0.0987(15) Uani 1 1 d . . . . .
F3 F 0.6963(2) 0.09330(19) 0.68948(14) 0.0718(10) Uani 1 1 d . . . . .
F4 F 0.7814(3) 0.0999(3) 0.77368(17) 0.0973(14) Uani 1 1 d . . . . .
F5 F 0.6665(3) 0.0425(2) 0.79559(17) 0.0893(13) Uani 1 1 d . . . . .
F6 F 0.5813(3) 0.03684(19) 0.71124(17) 0.0823(12) Uani 1 1 d . . . . .
P2 P 0.02915(13) 0.16049(14) 0.98815(8) 0.0858(7) Uani 1 1 d . . . . .
F7 F -0.0392(5) 0.1437(5) 0.9352(3) 0.198(4) Uani 1 1 d . . . . .
F8 F 0.0972(6) 0.1767(10) 1.0364(2) 0.358(10) Uani 1 1 d . . . . .
F9 F 0.1054(5) 0.1752(6) 0.9604(2) 0.216(5) Uani 1 1 d . . . . .
F10 F -0.0020(12) 0.2281(5) 0.9754(8) 0.376(9) Uani 1 1 d . . . . .
F11 F -0.0502(4) 0.1481(6) 1.0127(3) 0.251(6) Uani 1 1 d . . . . .
F12 F 0.0629(11) 0.0955(6) 0.9950(7) 0.386(11) Uani 1 1 d . . . . .
O15 O 0.3115(9) 0.5798(7) 0.0327(4) 0.205(4) Uani 1 1 d . . . . .
C67 C 0.4171(16) 0.4873(11) 0.0603(8) 0.259(13) Uani 1 1 d . . . . .
C68 C 0.3582(18) 0.5152(12) 0.0216(10) 0.257(11) Uani 1 1 d . . . . .
C69 C 0.2516(13) 0.6204(8) -0.0102(6) 0.196(8) Uani 1 1 d . . . . .
C70 C 0.2003(12) 0.6672(6) 0.0153(6) 0.183(7) Uani 1 1 d . . . . .
O16 O 0.0000 0.5000 1.0000 0.408(16) Uiso 1 2 d DS T P . .
C71 C 0.1037(15) 0.3982(11) 0.9667(10) 0.374(15) Uiso 1 1 d D . . . .
C72 C 0.0383(13) 0.4446(6) 0.9834(8) 0.261(9) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O4 2.177(3) . ?
Mn1 O5 2.282(3) . ?
Mn1 O7 2.329(3) . ?
Mn1 N1 2.272(4) . ?
Mn1 N2 2.168(4) . ?
Mn1 N3 2.263(4) . ?
Mn2 O5 2.165(4) . ?
Mn2 O7 2.438(3) . ?
Mn2 O8 2.205(4) . ?
Mn2 O11 2.084(3) . ?
Mn2 N4 2.269(4) . ?
Mn2 N5 2.213(4) . ?
Mn3 O4 2.104(3) . ?
Mn3 O7 2.209(3) . ?
Mn3 O8 2.446(3) . ?
Mn3 O10 2.136(3) . ?
Mn3 N6 2.252(4) . ?
Mn3 N7 2.212(4) . ?
Mn4 O8 2.280(3) . ?
Mn4 O10 2.310(3) . ?
Mn4 O11 2.173(4) . ?
Mn4 N8 2.302(4) . ?
Mn4 N9 2.209(4) . ?
Mn4 N10 2.278(4) . ?
O1 C1 1.457(7) . ?
O1 C2 1.329(6) . ?
O2 C12 1.438(9) . ?
O2 C13 1.331(7) . ?
O3 C13 1.200(7) . ?
O4 C21 1.335(6) . ?
O5 C10 1.332(6) . ?
O6 C23 1.452(7) . ?
O6 C24 1.339(7) . ?
O7 C32 1.339(6) . ?
O8 C43 1.342(6) . ?
O9 C34 1.454(7) . ?
O9 C35 1.321(6) . ?
O10 C54 1.337(6) . ?
O11 C65 1.324(6) . ?
O12 C45 1.436(7) . ?
O12 C46 1.341(7) . ?
O13 C56 1.419(7) . ?
O13 C57 1.330(6) . ?
O14 C57 1.213(6) . ?
N1 C2 1.265(7) . ?
N2 C3 1.335(6) . ?
N2 C11 1.347(6) . ?
N3 C14 1.310(7) . ?
N3 C22 1.360(7) . ?
N4 C24 1.260(7) . ?
N5 C25 1.298(7) . ?
N5 C33 1.344(6) . ?
N6 C35 1.293(7) . ?
N7 C36 1.324(6) . ?
N7 C44 1.371(7) . ?
N8 C46 1.248(7) . ?
N9 C47 1.309(7) . ?
N9 C55 1.360(6) . ?
N10 C58 1.318(7) . ?
N10 C66 1.360(7) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.498(8) . ?
C3 C4 1.420(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.346(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.409(8) . ?
C6 C7 1.422(8) . ?
C6 C11 1.401(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.356(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.414(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.370(8) . ?
C10 C11 1.447(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.487(9) . ?
C14 C15 1.416(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.349(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.417(9) . ?
C17 C18 1.400(8) . ?
C17 C22 1.433(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.359(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.398(8) . ?
C21 C22 1.422(8) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.505(7) . ?
C25 C26 1.395(8) . ?
C26 H26 0.9500 . ?
C26 C27 1.367(8) . ?
C27 H27 0.9500 . ?
C27 C28 1.400(8) . ?
C28 C29 1.403(7) . ?
C28 C33 1.420(7) . ?
C29 H29 0.9500 . ?
C29 C30 1.382(8) . ?
C30 H30 0.9500 . ?
C30 C31 1.388(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.377(7) . ?
C32 C33 1.440(7) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.487(8) . ?
C36 C37 1.403(8) . ?
C37 H37 0.9500 . ?
C37 C38 1.362(8) . ?
C38 H38 0.9500 . ?
C38 C39 1.422(8) . ?
C39 C40 1.387(8) . ?
C39 C44 1.424(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.382(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.403(8) . ?
C42 H42 0.9500 . ?
C42 C43 1.362(7) . ?
C43 C44 1.424(7) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.508(8) . ?
C47 C48 1.391(8) . ?
C48 H48 0.9500 . ?
C48 C49 1.391(8) . ?
C49 H49 0.9500 . ?
C49 C50 1.395(8) . ?
C50 C51 1.440(8) . ?
C50 C55 1.411(7) . ?
C51 H51 0.9500 . ?
C51 C52 1.365(8) . ?
C52 H52 0.9500 . ?
C52 C53 1.398(8) . ?
C53 H53 0.9500 . ?
C53 C54 1.393(7) . ?
C54 C55 1.426(7) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 C58 1.467(8) . ?
C58 C59 1.403(7) . ?
C59 H59 0.9500 . ?
C59 C60 1.381(8) . ?
C60 H60 0.9500 . ?
C60 C61 1.420(8) . ?
C61 C62 1.428(9) . ?
C61 C66 1.417(7) . ?
C62 H62 0.9500 . ?
C62 C63 1.353(8) . ?
C63 H63 0.9500 . ?
C63 C64 1.416(8) . ?
C64 H64 0.9500 . ?
C64 C65 1.367(7) . ?
C65 C66 1.445(7) . ?
P1 F1 1.596(4) . ?
P1 F2 1.576(4) . ?
P1 F3 1.608(4) . ?
P1 F4 1.577(4) . ?
P1 F5 1.570(4) . ?
P1 F6 1.613(4) . ?
P2 F7 1.531(7) . ?
P2 F8 1.432(7) . ?
P2 F9 1.520(6) . ?
P2 F10 1.484(12) . ?
P2 F11 1.491(6) . ?
P2 F12 1.430(11) . ?
O15 C68 1.57(2) . ?
O15 C69 1.495(16) . ?
C67 C68 1.28(3) . ?
C69 C70 1.50(2) . ?
O16 C72 1.4006(10) 3_567 ?
O16 C72 1.4006(10) . ?
C71 C72 1.5005(10) . ?

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
O4 Mn1 O5 99.08(13) . . ?
O4 Mn1 O7 72.27(12) . . ?
O4 Mn1 N1 110.59(15) . . ?
O4 Mn1 N3 74.56(14) . . ?
O5 Mn1 O7 81.20(12) . . ?
N1 Mn1 O5 145.37(15) . . ?
N1 Mn1 O7 90.96(14) . . ?
N2 Mn1 O4 152.81(15) . . ?
N2 Mn1 O5 73.08(14) . . ?
N2 Mn1 O7 80.74(14) . . ?
N2 Mn1 N1 72.37(16) . . ?
N2 Mn1 N3 128.80(17) . . ?
N3 Mn1 O5 84.57(14) . . ?
N3 Mn1 O7 141.10(14) . . ?
N3 Mn1 N1 119.68(16) . . ?
O5 Mn2 O7 81.13(12) . . ?
O5 Mn2 O8 152.44(13) . . ?
O5 Mn2 N4 102.10(16) . . ?
O5 Mn2 N5 94.95(14) . . ?
O8 Mn2 O7 75.95(11) . . ?
O8 Mn2 N4 105.41(15) . . ?
O8 Mn2 N5 91.81(14) . . ?
O11 Mn2 O5 103.10(14) . . ?
O11 Mn2 O7 116.37(12) . . ?
O11 Mn2 O8 74.38(13) . . ?
O11 Mn2 N4 98.83(15) . . ?
O11 Mn2 N5 161.32(15) . . ?
N4 Mn2 O7 143.16(14) . . ?
N5 Mn2 O7 70.83(13) . . ?
N5 Mn2 N4 72.33(16) . . ?
O4 Mn3 O7 76.11(13) . . ?
O4 Mn3 O8 109.10(13) . . ?
O4 Mn3 O10 99.84(13) . . ?
O4 Mn3 N6 104.76(16) . . ?
O4 Mn3 N7 161.28(15) . . ?
O7 Mn3 O8 75.71(12) . . ?
O7 Mn3 N6 100.84(14) . . ?
O7 Mn3 N7 85.90(14) . . ?
O10 Mn3 O7 151.05(13) . . ?
O10 Mn3 O8 78.81(13) . . ?
O10 Mn3 N6 107.84(16) . . ?
O10 Mn3 N7 98.41(15) . . ?
N6 Mn3 O8 143.80(15) . . ?
N7 Mn3 O8 70.54(13) . . ?
N7 Mn3 N6 73.28(16) . . ?
O8 Mn4 O10 78.96(12) . . ?
O8 Mn4 N8 91.36(14) . . ?
O11 Mn4 O8 71.21(12) . . ?
O11 Mn4 O10 102.26(13) . . ?
O11 Mn4 N8 109.49(15) . . ?
O11 Mn4 N9 155.37(13) . . ?
O11 Mn4 N10 73.17(14) . . ?
N8 Mn4 O10 141.73(15) . . ?
N9 Mn4 O8 84.16(13) . . ?
N9 Mn4 O10 71.64(14) . . ?
N9 Mn4 N8 70.57(16) . . ?
N9 Mn4 N10 131.46(16) . . ?
N10 Mn4 O8 144.38(16) . . ?
N10 Mn4 O10 108.67(14) . . ?
N10 Mn4 N8 100.69(15) . . ?
C2 O1 C1 115.3(5) . . ?
C13 O2 C12 116.3(5) . . ?
Mn3 O4 Mn1 109.04(15) . . ?
C21 O4 Mn1 116.1(3) . . ?
C21 O4 Mn3 132.2(3) . . ?
Mn2 O5 Mn1 97.80(14) . . ?
C10 O5 Mn1 113.4(3) . . ?
C10 O5 Mn2 111.0(3) . . ?
C24 O6 C23 116.3(5) . . ?
Mn1 O7 Mn2 89.35(11) . . ?
Mn3 O7 Mn1 100.39(13) . . ?
Mn3 O7 Mn2 90.78(11) . . ?
C32 O7 Mn1 125.8(3) . . ?
C32 O7 Mn2 112.3(3) . . ?
C32 O7 Mn3 126.8(3) . . ?
Mn2 O8 Mn3 90.68(12) . . ?
Mn2 O8 Mn4 102.92(14) . . ?
Mn4 O8 Mn3 92.52(13) . . ?
C43 O8 Mn2 122.3(3) . . ?
C43 O8 Mn3 112.9(3) . . ?
C43 O8 Mn4 126.1(3) . . ?
C35 O9 C34 118.3(5) . . ?
Mn3 O10 Mn4 100.35(15) . . ?
C54 O10 Mn3 117.6(3) . . ?
C54 O10 Mn4 114.0(3) . . ?
Mn2 O11 Mn4 110.95(15) . . ?
C65 O11 Mn2 128.9(3) . . ?
C65 O11 Mn4 118.9(3) . . ?
C46 O12 C45 116.7(5) . . ?
C57 O13 C56 118.7(5) . . ?
C2 N1 Mn1 115.4(4) . . ?
C3 N2 Mn1 120.3(4) . . ?
C3 N2 C11 120.2(4) . . ?
C11 N2 Mn1 119.3(3) . . ?
C14 N3 Mn1 127.5(4) . . ?
C14 N3 C22 119.5(5) . . ?
C22 N3 Mn1 112.1(3) . . ?
C24 N4 Mn2 115.2(4) . . ?
C25 N5 Mn2 119.2(3) . . ?
C25 N5 C33 120.5(4) . . ?
C33 N5 Mn2 120.2(3) . . ?
C35 N6 Mn3 114.6(4) . . ?
C36 N7 Mn3 118.1(4) . . ?
C36 N7 C44 120.3(5) . . ?
C44 N7 Mn3 120.0(3) . . ?
C46 N8 Mn4 116.1(4) . . ?
C47 N9 Mn4 121.6(3) . . ?
C47 N9 C55 119.5(5) . . ?
C55 N9 Mn4 117.5(3) . . ?
C58 N10 Mn4 126.9(4) . . ?
C58 N10 C66 119.0(5) . . ?
C66 N10 Mn4 113.9(3) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 110.6(5) . . ?
N1 C2 O1 130.2(5) . . ?
N1 C2 C3 119.2(5) . . ?
N2 C3 C2 112.2(4) . . ?
N2 C3 C4 119.9(5) . . ?
C4 C3 C2 127.9(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.1(5) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(6) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 125.9(6) . . ?
C11 C6 C5 116.5(5) . . ?
C11 C6 C7 117.6(5) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(6) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 118.8 . . ?
C7 C8 C9 122.4(6) . . ?
C9 C8 H8 118.8 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.9(6) . . ?
C10 C9 H9 119.5 . . ?
O5 C10 C9 125.2(5) . . ?
O5 C10 C11 118.4(4) . . ?
C9 C10 C11 116.3(5) . . ?
N2 C11 C6 122.6(5) . . ?
N2 C11 C10 114.7(5) . . ?
C6 C11 C10 122.7(5) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 C14 113.0(5) . . ?
O3 C13 O2 123.4(6) . . ?
O3 C13 C14 123.5(6) . . ?
N3 C14 C13 115.0(5) . . ?
N3 C14 C15 122.2(6) . . ?
C15 C14 C13 122.7(6) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(6) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(5) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 C22 117.2(5) . . ?
C18 C17 C16 124.1(5) . . ?
C18 C17 C22 118.7(5) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.7(5) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 118.7 . . ?
C18 C19 C20 122.5(6) . . ?
C20 C19 H19 118.7 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.7(6) . . ?
C21 C20 H20 119.7 . . ?
O4 C21 C20 124.3(5) . . ?
O4 C21 C22 118.2(5) . . ?
C20 C21 C22 117.5(5) . . ?
N3 C22 C17 121.5(5) . . ?
N3 C22 C21 117.9(4) . . ?
C21 C22 C17 120.6(5) . . ?
O6 C23 H23A 109.5 . . ?
O6 C23 H23B 109.5 . . ?
O6 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O6 C24 C25 112.3(5) . . ?
N4 C24 O6 128.3(5) . . ?
N4 C24 C25 119.4(5) . . ?
N5 C25 C24 113.6(5) . . ?
N5 C25 C26 122.9(5) . . ?
C26 C25 C24 123.6(5) . . ?
C25 C26 H26 121.1 . . ?
C27 C26 C25 117.8(5) . . ?
C27 C26 H26 121.1 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.1(5) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C29 124.3(5) . . ?
C27 C28 C33 116.4(5) . . ?
C29 C28 C33 119.3(5) . . ?
C28 C29 H29 120.8 . . ?
C30 C29 C28 118.5(5) . . ?
C30 C29 H29 120.8 . . ?
C29 C30 H30 118.6 . . ?
C29 C30 C31 122.8(5) . . ?
C31 C30 H30 118.6 . . ?
C30 C31 H31 119.4 . . ?
C32 C31 C30 121.2(5) . . ?
C32 C31 H31 119.4 . . ?
O7 C32 C31 124.5(5) . . ?
O7 C32 C33 118.3(4) . . ?
C31 C32 C33 117.3(5) . . ?
N5 C33 C28 121.2(5) . . ?
N5 C33 C32 117.8(4) . . ?
C28 C33 C32 121.0(4) . . ?
O9 C34 H34A 109.5 . . ?
O9 C34 H34B 109.5 . . ?
O9 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O9 C35 C36 111.4(5) . . ?
N6 C35 O9 128.7(5) . . ?
N6 C35 C36 119.8(5) . . ?
N7 C36 C35 113.6(5) . . ?
N7 C36 C37 122.5(5) . . ?
C37 C36 C35 123.9(5) . . ?
C36 C37 H37 120.7 . . ?
C38 C37 C36 118.5(5) . . ?
C38 C37 H37 120.7 . . ?
C37 C38 H38 119.4 . . ?
C37 C38 C39 121.2(5) . . ?
C39 C38 H38 119.4 . . ?
C38 C39 C44 116.6(5) . . ?
C40 C39 C38 124.7(5) . . ?
C40 C39 C44 118.6(5) . . ?
C39 C40 H40 120.4 . . ?
C41 C40 C39 119.2(5) . . ?
C41 C40 H40 120.4 . . ?
C40 C41 H41 118.9 . . ?
C40 C41 C42 122.1(6) . . ?
C42 C41 H41 118.9 . . ?
C41 C42 H42 119.7 . . ?
C43 C42 C41 120.7(5) . . ?
C43 C42 H42 119.7 . . ?
O8 C43 C42 123.8(5) . . ?
O8 C43 C44 118.2(5) . . ?
C42 C43 C44 117.9(5) . . ?
N7 C44 C39 120.8(5) . . ?
N7 C44 C43 117.7(5) . . ?
C43 C44 C39 121.4(5) . . ?
O12 C45 H45A 109.5 . . ?
O12 C45 H45B 109.5 . . ?
O12 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O12 C46 C47 111.6(5) . . ?
N8 C46 O12 129.3(5) . . ?
N8 C46 C47 119.1(5) . . ?
N9 C47 C46 111.2(5) . . ?
N9 C47 C48 123.8(5) . . ?
C48 C47 C46 125.1(5) . . ?
C47 C48 H48 121.3 . . ?
C47 C48 C49 117.3(5) . . ?
C49 C48 H48 121.3 . . ?
C48 C49 H49 119.7 . . ?
C48 C49 C50 120.6(5) . . ?
C50 C49 H49 119.7 . . ?
C49 C50 C51 125.0(5) . . ?
C49 C50 C55 117.4(5) . . ?
C55 C50 C51 117.6(5) . . ?
C50 C51 H51 120.6 . . ?
C52 C51 C50 118.7(5) . . ?
C52 C51 H51 120.6 . . ?
C51 C52 H52 118.3 . . ?
C51 C52 C53 123.5(5) . . ?
C53 C52 H52 118.3 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 C52 120.1(5) . . ?
C54 C53 H53 120.0 . . ?
O10 C54 C53 124.8(5) . . ?
O10 C54 C55 117.8(5) . . ?
C53 C54 C55 117.3(5) . . ?
N9 C55 C50 121.3(5) . . ?
N9 C55 C54 115.9(5) . . ?
C50 C55 C54 122.8(5) . . ?
O13 C56 H56A 109.5 . . ?
O13 C56 H56B 109.5 . . ?
O13 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O13 C57 C58 112.2(5) . . ?
O14 C57 O13 124.2(6) . . ?
O14 C57 C58 123.5(5) . . ?
N10 C58 C57 115.7(5) . . ?
N10 C58 C59 122.7(5) . . ?
C59 C58 C57 121.6(5) . . ?
C58 C59 H59 120.5 . . ?
C60 C59 C58 119.0(5) . . ?
C60 C59 H59 120.5 . . ?
C59 C60 H60 120.0 . . ?
C59 C60 C61 120.1(5) . . ?
C61 C60 H60 120.0 . . ?
C60 C61 C62 124.2(5) . . ?
C66 C61 C60 116.1(6) . . ?
C66 C61 C62 119.7(5) . . ?
C61 C62 H62 120.6 . . ?
C63 C62 C61 118.9(5) . . ?
C63 C62 H62 120.6 . . ?
C62 C63 H63 119.0 . . ?
C62 C63 C64 122.0(6) . . ?
C64 C63 H63 119.0 . . ?
C63 C64 H64 119.2 . . ?
C65 C64 C63 121.6(5) . . ?
C65 C64 H64 119.2 . . ?
O11 C65 C64 125.5(5) . . ?
O11 C65 C66 116.7(5) . . ?
C64 C65 C66 117.8(5) . . ?
N10 C66 C61 123.1(5) . . ?
N10 C66 C65 116.9(4) . . ?
C61 C66 C65 120.1(5) . . ?
F1 P1 F3 88.3(2) . . ?
F1 P1 F6 88.6(2) . . ?
F2 P1 F1 178.1(3) . . ?
F2 P1 F3 90.4(2) . . ?
F2 P1 F4 90.8(3) . . ?
F2 P1 F6 90.0(3) . . ?
F3 P1 F6 87.9(2) . . ?
F4 P1 F1 90.6(3) . . ?
F4 P1 F3 90.4(2) . . ?
F4 P1 F6 178.2(3) . . ?
F5 P1 F1 91.5(2) . . ?
F5 P1 F2 89.7(2) . . ?
F5 P1 F3 178.5(2) . . ?
F5 P1 F4 91.1(3) . . ?
F5 P1 F6 90.6(2) . . ?
F8 P2 F7 176.9(4) . . ?
F8 P2 F9 89.4(4) . . ?
F8 P2 F10 94.3(10) . . ?
F8 P2 F11 93.3(4) . . ?
F9 P2 F7 87.5(4) . . ?
F10 P2 F7 85.7(8) . . ?
F10 P2 F9 84.8(8) . . ?
F10 P2 F11 92.7(8) . . ?
F11 P2 F7 89.8(4) . . ?
F11 P2 F9 176.4(5) . . ?
F12 P2 F7 90.8(9) . . ?
F12 P2 F8 88.9(9) . . ?
F12 P2 F9 89.3(7) . . ?
F12 P2 F10 173.2(10) . . ?
F12 P2 F11 93.1(7) . . ?
C69 O15 C68 121.5(15) . . ?
C67 C68 O15 117(2) . . ?
O15 C69 C70 105.4(14) . . ?
C72 O16 C72 179.997(12) . 3_567 ?
O16 C72 C71 163(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_galia8
_database_code_depnum_ccdc_archive 'CCDC 1542417'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia8 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H20 Co N5 O2, F6 P, C4 H10 O'
_chemical_formula_sum            'C30 H30 Co F6 N5 O3 P'
_chemical_formula_weight         712.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3490 0.9720 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4690(3)
_cell_length_b                   12.5680(8)
_cell_length_c                   15.2380(10)
_cell_angle_alpha                78.154(3)
_cell_angle_beta                 76.135(4)
_cell_angle_gamma                83.078(4)
_cell_volume                     1536.77(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4448
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.14
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_max  0.9120
_exptl_absorpt_correction_T_min  0.8401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             730
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?  
;
_exptl_transmission_factor_max   0.902
_exptl_transmission_factor_min   0.820
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4513
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.360
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3968
_reflns_number_total             4513
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         4513
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+1.2026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1014
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B)
2.c Me refined with riding coordinates:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C30(H30A,H30B,H30C)
2.d Aromatic/amide H refined with riding coordinates:
 N5(H5), C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12),
 C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Co1 Co 0.22479(4) 0.38911(3) 0.21674(2) 0.02818(14) Uani 1 1 d . . . . .
O1 O 0.1935(2) 0.32470(14) 0.10262(12) 0.0329(4) Uani 1 1 d . . . . .
O2 O 0.2331(2) 0.23818(15) 0.49439(12) 0.0403(5) Uani 1 1 d . . . . .
N1 N 0.4846(3) 0.38223(16) 0.17180(14) 0.0303(5) Uani 1 1 d . . . . .
N2 N 0.2721(2) 0.54485(16) 0.14785(13) 0.0269(5) Uani 1 1 d . . . . .
N3 N -0.0065(3) 0.48129(17) 0.24573(14) 0.0328(5) Uani 1 1 d . . . . .
N4 N 0.1867(2) 0.23115(16) 0.27384(14) 0.0284(5) Uani 1 1 d . . . . .
N5 N 0.2399(3) 0.37179(17) 0.36062(15) 0.0353(5) Uani 1 1 d . . . . .
H5 H 0.2571 0.4268 0.3839 0.042 Uiso 1 1 calc R . . . .
C1 C 0.5869(3) 0.2931(2) 0.18583(19) 0.0374(6) Uani 1 1 d . . . . .
H1 H 0.5438 0.2288 0.2241 0.045 Uiso 1 1 calc R . . . .
C2 C 0.7511(3) 0.2912(2) 0.1471(2) 0.0405(7) Uani 1 1 d . . . . .
H2 H 0.8200 0.2271 0.1592 0.049 Uiso 1 1 calc R . . . .
C3 C 0.8145(3) 0.3836(2) 0.09047(19) 0.0387(7) Uani 1 1 d . . . . .
H3 H 0.9277 0.3838 0.0629 0.046 Uiso 1 1 calc R . . . .
C4 C 0.7115(3) 0.4762(2) 0.07416(18) 0.0336(6) Uani 1 1 d . . . . .
H4 H 0.7524 0.5406 0.0350 0.040 Uiso 1 1 calc R . . . .
C5 C 0.5468(3) 0.4727(2) 0.11636(17) 0.0287(6) Uani 1 1 d . . . . .
C6 C 0.4254(3) 0.5677(2) 0.10602(17) 0.0289(6) Uani 1 1 d . . . . .
C7 C 0.4621(3) 0.6718(2) 0.05988(18) 0.0353(6) Uani 1 1 d . . . . .
H7 H 0.5709 0.6872 0.0296 0.042 Uiso 1 1 calc R . . . .
C8 C 0.3363(4) 0.7527(2) 0.0590(2) 0.0413(7) Uani 1 1 d . . . . .
H8 H 0.3584 0.8249 0.0281 0.050 Uiso 1 1 calc R . . . .
C9 C 0.1787(3) 0.7289(2) 0.10308(19) 0.0375(6) Uani 1 1 d . . . . .
H9 H 0.0918 0.7843 0.1031 0.045 Uiso 1 1 calc R . . . .
C10 C 0.1489(3) 0.6231(2) 0.14726(17) 0.0299(6) Uani 1 1 d . . . . .
C11 C -0.0113(3) 0.5850(2) 0.20008(17) 0.0309(6) Uani 1 1 d . . . . .
C12 C -0.1562(3) 0.6505(2) 0.20478(19) 0.0379(6) Uani 1 1 d . . . . .
H12 H -0.1571 0.7229 0.1709 0.046 Uiso 1 1 calc R . . . .
C13 C -0.2986(3) 0.6097(3) 0.2588(2) 0.0431(7) Uani 1 1 d . . . . .
H13 H -0.3991 0.6531 0.2622 0.052 Uiso 1 1 calc R . . . .
C14 C -0.2928(3) 0.5047(3) 0.3079(2) 0.0448(7) Uani 1 1 d . . . . .
H14 H -0.3888 0.4753 0.3469 0.054 Uiso 1 1 calc R . . . .
C15 C -0.1457(3) 0.4429(2) 0.2998(2) 0.0414(7) Uani 1 1 d . . . . .
H15 H -0.1406 0.3696 0.3335 0.050 Uiso 1 1 d R . . . .
C16 C 0.1710(3) 0.2205(2) 0.12437(17) 0.0295(6) Uani 1 1 d . . . . .
C17 C 0.1524(3) 0.1543(2) 0.0654(2) 0.0398(7) Uani 1 1 d . . . . .
H17 H 0.1572 0.1846 0.0024 0.048 Uiso 1 1 calc R . . . .
C18 C 0.1266(4) 0.0434(2) 0.0973(2) 0.0477(8) Uani 1 1 d . . . . .
H18 H 0.1136 0.0012 0.0548 0.057 Uiso 1 1 calc R . . . .
C19 C 0.1194(4) -0.0073(2) 0.1871(2) 0.0501(8) Uani 1 1 d . . . . .
H19 H 0.1014 -0.0825 0.2060 0.060 Uiso 1 1 calc R . . . .
C20 C 0.1391(4) 0.0546(2) 0.25052(19) 0.0389(7) Uani 1 1 d . . . . .
C21 C 0.1644(3) 0.1660(2) 0.21806(17) 0.0299(6) Uani 1 1 d . . . . .
C22 C 0.1386(4) 0.0147(2) 0.3446(2) 0.0469(7) Uani 1 1 d . . . . .
H22 H 0.1212 -0.0597 0.3699 0.056 Uiso 1 1 calc R . . . .
C23 C 0.1628(4) 0.0823(2) 0.3993(2) 0.0419(7) Uani 1 1 d . . . . .
H23 H 0.1620 0.0554 0.4624 0.050 Uiso 1 1 calc R . . . .
C24 C 0.1888(3) 0.1914(2) 0.36106(17) 0.0311(6) Uani 1 1 d . . . . .
C25 C 0.2221(3) 0.2767(2) 0.40785(17) 0.0324(6) Uani 1 1 d . . . . .
C26 C 0.2696(4) 0.3141(3) 0.5447(2) 0.0488(8) Uani 1 1 d . . . . .
H26A H 0.2745 0.2766 0.6071 0.073 Uiso 1 1 calc R . . . .
H26B H 0.3749 0.3432 0.5135 0.073 Uiso 1 1 calc R . . . .
H26C H 0.1841 0.3740 0.5475 0.073 Uiso 1 1 calc R . . . .
P1 P 0.23066(9) 0.67602(6) 0.40487(6) 0.0432(2) Uani 1 1 d . . . . .
F1 F 0.3157(3) 0.6105(2) 0.32511(19) 0.0897(8) Uani 1 1 d . . . . .
F2 F 0.3574(3) 0.76553(17) 0.36344(18) 0.0849(7) Uani 1 1 d . . . . .
F3 F 0.1449(3) 0.7427(2) 0.48287(17) 0.0942(8) Uani 1 1 d . . . . .
F4 F 0.1079(2) 0.58532(16) 0.44937(19) 0.0913(8) Uani 1 1 d . . . . .
F5 F 0.1091(3) 0.7407(2) 0.34600(16) 0.0821(7) Uani 1 1 d . . . . .
F6 F 0.3539(3) 0.6108(3) 0.4629(2) 0.1180(11) Uani 1 1 d . . . . .
O3 O 0.6404(3) 0.04564(17) 0.28125(15) 0.0591(6) Uani 1 1 d . . . . .
C27 C 0.6089(6) -0.0188(4) 0.1513(3) 0.0918(14) Uani 1 1 d . . . . .
H27A H 0.5999 -0.0848 0.1285 0.138 Uiso 1 1 calc R . . . .
H27B H 0.5103 0.0301 0.1485 0.138 Uiso 1 1 calc R . . . .
H27C H 0.7043 0.0181 0.1132 0.138 Uiso 1 1 calc R . . . .
C28 C 0.6274(6) -0.0491(3) 0.2482(3) 0.0743(11) Uani 1 1 d . . . . .
H28A H 0.5318 -0.0871 0.2868 0.089 Uiso 1 1 calc R . . . .
H28B H 0.7263 -0.0992 0.2515 0.089 Uiso 1 1 calc R . . . .
C29 C 0.6598(6) 0.0247(3) 0.3726(3) 0.0743(11) Uani 1 1 d . . . . .
H29A H 0.7582 -0.0253 0.3778 0.089 Uiso 1 1 calc R . . . .
H29B H 0.5642 -0.0110 0.4139 0.089 Uiso 1 1 calc R . . . .
C30 C 0.6763(6) 0.1288(3) 0.4010(3) 0.0827(13) Uani 1 1 d . . . . .
H30A H 0.6898 0.1135 0.4646 0.124 Uiso 1 1 calc R . . . .
H30B H 0.7718 0.1634 0.3605 0.124 Uiso 1 1 calc R . . . .
H30C H 0.5782 0.1777 0.3966 0.124 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.1448(18) . ?
Co1 N1 2.139(2) . ?
Co1 N2 2.059(2) . ?
Co1 N3 2.150(2) . ?
Co1 N4 2.028(2) . ?
Co1 N5 2.191(2) . ?
O1 C16 1.309(3) . ?
O2 C25 1.330(3) . ?
O2 C26 1.441(3) . ?
N1 C1 1.344(3) . ?
N1 C5 1.350(3) . ?
N2 C6 1.339(3) . ?
N2 C10 1.345(3) . ?
N3 C11 1.346(3) . ?
N3 C15 1.345(3) . ?
N4 C21 1.352(3) . ?
N4 C24 1.324(3) . ?
N5 H5 0.8800 . ?
N5 C25 1.268(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.374(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.378(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(4) . ?
C5 C6 1.488(4) . ?
C6 C7 1.385(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.382(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.381(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(4) . ?
C10 C11 1.481(4) . ?
C11 C12 1.388(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.377(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.379(4) . ?
C15 H15 0.9601 . ?
C16 C17 1.390(4) . ?
C16 C21 1.442(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.404(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.376(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.408(4) . ?
C20 C21 1.410(4) . ?
C20 C22 1.418(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.369(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.397(4) . ?
C24 C25 1.490(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
P1 F1 1.588(2) . ?
P1 F2 1.578(2) . ?
P1 F3 1.578(2) . ?
P1 F4 1.572(2) . ?
P1 F5 1.570(2) . ?
P1 F6 1.575(2) . ?
O3 C28 1.410(4) . ?
O3 C29 1.409(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C27 C28 1.488(6) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.491(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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 Co1 N3 99.12(7) . . ?
O1 Co1 N5 152.13(7) . . ?
N1 Co1 O1 93.29(7) . . ?
N1 Co1 N3 150.48(8) . . ?
N1 Co1 N5 91.63(8) . . ?
N2 Co1 O1 97.70(7) . . ?
N2 Co1 N1 75.92(8) . . ?
N2 Co1 N3 75.94(8) . . ?
N2 Co1 N5 110.10(8) . . ?
N3 Co1 N5 89.74(8) . . ?
N4 Co1 O1 77.82(7) . . ?
N4 Co1 N1 101.72(8) . . ?
N4 Co1 N2 174.90(8) . . ?
N4 Co1 N3 107.02(8) . . ?
N4 Co1 N5 74.32(8) . . ?
C16 O1 Co1 112.31(15) . . ?
C25 O2 C26 116.9(2) . . ?
C1 N1 Co1 125.62(17) . . ?
C1 N1 C5 118.1(2) . . ?
C5 N1 Co1 115.87(16) . . ?
C6 N2 Co1 119.73(16) . . ?
C6 N2 C10 120.8(2) . . ?
C10 N2 Co1 119.49(16) . . ?
C11 N3 Co1 115.44(17) . . ?
C15 N3 Co1 126.09(19) . . ?
C15 N3 C11 118.3(2) . . ?
C21 N4 Co1 117.11(16) . . ?
C24 N4 Co1 122.13(17) . . ?
C24 N4 C21 120.7(2) . . ?
Co1 N5 H5 122.5 . . ?
C25 N5 Co1 115.07(17) . . ?
C25 N5 H5 122.5 . . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.7(3) . . ?
C2 C1 H1 118.6 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.1(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.5(2) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.2(2) . . ?
N1 C5 C6 114.4(2) . . ?
C4 C5 C6 123.4(2) . . ?
N2 C6 C5 113.6(2) . . ?
N2 C6 C7 121.3(2) . . ?
C7 C6 C5 125.1(2) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 C6 118.3(2) . . ?
C8 C7 H7 120.8 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.5 . . ?
C8 C9 C10 119.0(3) . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 120.4(2) . . ?
N2 C10 C11 113.7(2) . . ?
C9 C10 C11 125.8(2) . . ?
N3 C11 C10 114.9(2) . . ?
N3 C11 C12 121.7(2) . . ?
C12 C11 C10 123.5(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.8(3) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
N3 C15 C14 122.4(3) . . ?
N3 C15 H15 117.8 . . ?
C14 C15 H15 119.8 . . ?
O1 C16 C17 126.4(2) . . ?
O1 C16 C21 118.6(2) . . ?
C17 C16 C21 115.0(2) . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.1(3) . . ?
C18 C17 H17 119.5 . . ?
C17 C18 H18 118.4 . . ?
C19 C18 C17 123.3(3) . . ?
C19 C18 H18 118.4 . . ?
C18 C19 H19 120.7 . . ?
C18 C19 C20 118.7(3) . . ?
C20 C19 H19 120.7 . . ?
C19 C20 C21 117.7(3) . . ?
C19 C20 C22 125.8(3) . . ?
C21 C20 C22 116.4(2) . . ?
N4 C21 C16 114.1(2) . . ?
N4 C21 C20 121.7(2) . . ?
C20 C21 C16 124.2(2) . . ?
C20 C22 H22 119.7 . . ?
C23 C22 C20 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.5 . . ?
C22 C23 C24 119.0(3) . . ?
C24 C23 H23 120.5 . . ?
N4 C24 C23 121.5(2) . . ?
N4 C24 C25 111.2(2) . . ?
C23 C24 C25 127.3(2) . . ?
O2 C25 C24 112.8(2) . . ?
N5 C25 O2 130.0(2) . . ?
N5 C25 C24 117.2(2) . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
F2 P1 F1 89.76(13) . . ?
F3 P1 F1 179.00(17) . . ?
F3 P1 F2 89.92(14) . . ?
F4 P1 F1 90.94(14) . . ?
F4 P1 F2 177.76(16) . . ?
F4 P1 F3 89.41(14) . . ?
F4 P1 F6 89.15(15) . . ?
F5 P1 F1 91.24(15) . . ?
F5 P1 F2 91.05(14) . . ?
F5 P1 F3 87.83(15) . . ?
F5 P1 F4 91.06(13) . . ?
F5 P1 F6 179.32(17) . . ?
F6 P1 F1 88.12(17) . . ?
F6 P1 F2 88.75(15) . . ?
F6 P1 F3 92.82(18) . . ?
C29 O3 C28 113.6(3) . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
O3 C28 C27 109.6(3) . . ?
O3 C28 H28A 109.7 . . ?
O3 C28 H28B 109.7 . . ?
C27 C28 H28A 109.7 . . ?
C27 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
O3 C29 H29A 109.7 . . ?
O3 C29 H29B 109.7 . . ?
O3 C29 C30 110.0(3) . . ?
H29A C29 H29B 108.2 . . ?
C30 C29 H29A 109.7 . . ?
C30 C29 H29B 109.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_galia9
_database_code_depnum_ccdc_archive 'CCDC 1542418'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.
2017-10-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'Galia9 (Masha)'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H17 Co N3 O4'
_chemical_formula_sum            'C19 H17 Co N3 O4'
_chemical_formula_weight         410.28
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Co Co 0.3490 0.9720 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5470(5)
_cell_length_b                   10.9830(10)
_cell_length_c                   11.0380(11)
_cell_angle_alpha                73.069(4)
_cell_angle_beta                 84.894(5)
_cell_angle_gamma                68.064(5)
_cell_volume                     919.25(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2568
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.068
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.671
_exptl_absorpt_coefficient_mu    0.963
_exptl_absorpt_correction_T_max  0.8690
_exptl_absorpt_correction_T_min  0.6710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?  
;
_exptl_transmission_factor_max   0.8690
_exptl_transmission_factor_min   0.6710
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2676
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.068
_diffrn_reflns_theta_max         25.068
_diffrn_reflns_theta_min         2.570
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 95
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2446
_reflns_number_total             2676
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.277
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         2676
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0738
_refine_ls_restrained_S_all      1.152
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+10.0961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2185
_refine_ls_wR_factor_ref         0.2200
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Co1 Co 0.23635(13) 0.10896(11) 0.27349(10) 0.0349(4) Uani 1 1 d . . . . .
N1 N -0.0243(8) 0.2152(7) 0.2206(6) 0.0380(16) Uani 1 1 d . . . . .
N2 N 0.2420(8) 0.2060(6) 0.0853(6) 0.0349(15) Uani 1 1 d . . . . .
N3 N 0.5014(8) 0.0494(7) 0.2362(6) 0.0384(16) Uani 1 1 d . . . . .
O1 O 0.2324(8) 0.2136(6) 0.3957(5) 0.0514(16) Uani 1 1 d . . . . .
O2 O 0.2471(9) 0.3962(7) 0.2516(6) 0.0639(19) Uani 1 1 d . . . . .
O3 O 0.2351(8) -0.0800(6) 0.2255(6) 0.0495(15) Uani 1 1 d . . . . .
O4 O 0.2503(9) -0.0702(7) 0.4164(6) 0.0585(18) Uani 1 1 d . . . . .
C1 C -0.1557(11) 0.2141(8) 0.2958(8) 0.041(2) Uani 1 1 d . . . . .
H1 H -0.1342 0.1595 0.3813 0.049 Uiso 1 1 calc R . . . .
C2 C -0.3201(12) 0.2883(10) 0.2553(9) 0.053(2) Uani 1 1 d . . . . .
H2 H -0.4103 0.2841 0.3113 0.064 Uiso 1 1 calc R . . . .
C3 C -0.3517(12) 0.3685(10) 0.1325(9) 0.056(2) Uani 1 1 d . . . . .
H3 H -0.4647 0.4208 0.1028 0.067 Uiso 1 1 calc R . . . .
C4 C -0.2188(11) 0.3736(9) 0.0513(9) 0.050(2) Uani 1 1 d . . . . .
H4 H -0.2388 0.4294 -0.0339 0.060 Uiso 1 1 calc R . . . .
C5 C -0.0567(10) 0.2948(8) 0.0984(7) 0.0371(18) Uani 1 1 d . . . . .
C6 C 0.0967(10) 0.2894(8) 0.0215(7) 0.0373(18) Uani 1 1 d . . . . .
C7 C 0.0964(11) 0.3617(8) -0.1051(7) 0.043(2) Uani 1 1 d . . . . .
H7 H -0.0059 0.4219 -0.1501 0.051 Uiso 1 1 calc R . . . .
C8 C 0.2523(12) 0.3422(9) -0.1633(8) 0.049(2) Uani 1 1 d . . . . .
H8 H 0.2578 0.3907 -0.2504 0.059 Uiso 1 1 d R . . . .
C9 C 0.3981(11) 0.2555(9) -0.0984(8) 0.043(2) Uani 1 1 d . . . . .
H9 H 0.5033 0.2424 -0.1393 0.052 Uiso 1 1 calc R . . . .
C10 C 0.3925(10) 0.1857(8) 0.0287(7) 0.0356(18) Uani 1 1 d . . . . .
C11 C 0.5390(10) 0.0933(8) 0.1136(7) 0.0354(18) Uani 1 1 d . . . . .
C12 C 0.7043(11) 0.0550(9) 0.0728(8) 0.045(2) Uani 1 1 d . . . . .
H12 H 0.7285 0.0852 -0.0141 0.054 Uiso 1 1 calc R . . . .
C13 C 0.8329(11) -0.0279(9) 0.1608(9) 0.049(2) Uani 1 1 d . . . . .
H13 H 0.9470 -0.0554 0.1352 0.059 Uiso 1 1 calc R . . . .
C14 C 0.7948(11) -0.0699(10) 0.2851(8) 0.048(2) Uani 1 1 d . . . . .
H14 H 0.8820 -0.1259 0.3469 0.057 Uiso 1 1 calc R . . . .
C15 C 0.6272(11) -0.0300(9) 0.3201(8) 0.046(2) Uani 1 1 d . . . . .
H15 H 0.6012 -0.0601 0.4066 0.055 Uiso 1 1 calc R . . . .
C16 C 0.2376(11) 0.3314(9) 0.3600(8) 0.045(2) Uani 1 1 d . . . . .
C17 C 0.240(2) 0.3887(13) 0.4702(12) 0.108(5) Uani 1 1 d . . . . .
H17A H 0.2045 0.4884 0.4394 0.162 Uiso 1 1 calc GR . . . .
H17B H 0.3542 0.3499 0.5068 0.162 Uiso 1 1 calc GR . . . .
H17C H 0.1621 0.3645 0.5350 0.162 Uiso 1 1 calc GR . . . .
C18 C 0.2489(10) -0.1360(9) 0.3412(8) 0.041(2) Uani 1 1 d . . . . .
C19 C 0.2659(15) -0.2821(10) 0.3888(11) 0.071(3) Uani 1 1 d . . . . .
H19A H 0.2064 -0.2962 0.4687 0.107 Uiso 1 1 calc GR . . . .
H19B H 0.3856 -0.3402 0.4029 0.107 Uiso 1 1 calc GR . . . .
H19C H 0.2171 -0.3059 0.3261 0.107 Uiso 1 1 calc GR . . . .


_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
Co1 N1 2.135(7) . ?
Co1 N2 2.046(6) . ?
Co1 N3 2.148(7) . ?
Co1 O1 2.002(6) . ?
Co1 O3 2.291(6) . ?
Co1 O4 2.103(6) . ?
N1 C1 1.338(10) . ?
N1 C5 1.363(10) . ?
N2 C6 1.344(10) . ?
N2 C10 1.348(10) . ?
N3 C11 1.352(10) . ?
N3 C15 1.334(10) . ?
O1 C16 1.254(10) . ?
O2 C16 1.215(10) . ?
O3 C18 1.240(10) . ?
O4 C18 1.254(10) . ?
C1 H1 0.9500 . ?
C1 C2 1.372(12) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(12) . ?
C5 C6 1.488(11) . ?
C6 C7 1.391(11) . ?
C7 H7 0.9500 . ?
C7 C8 1.397(12) . ?
C8 H8 0.9600 . ?
C8 C9 1.360(12) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(11) . ?
C10 C11 1.477(11) . ?
C11 C12 1.389(11) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(12) . ?
C13 H13 0.9500 . ?
C13 C14 1.366(13) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(12) . ?
C15 H15 0.9500 . ?
C16 C17 1.527(14) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.489(12) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
N1 Co1 N3 153.5(2) . . ?
N1 Co1 O3 91.0(2) . . ?
N2 Co1 N1 76.7(2) . . ?
N2 Co1 N3 76.8(2) . . ?
N2 Co1 O3 90.8(2) . . ?
N2 Co1 O4 149.1(3) . . ?
N3 Co1 O3 89.5(2) . . ?
O1 Co1 N1 94.6(3) . . ?
O1 Co1 N2 116.6(2) . . ?
O1 Co1 N3 97.0(3) . . ?
O1 Co1 O3 152.6(2) . . ?
O1 Co1 O4 94.0(2) . . ?
O4 Co1 N1 106.0(3) . . ?
O4 Co1 N3 96.8(3) . . ?
O4 Co1 O3 58.7(2) . . ?
C1 N1 Co1 126.6(6) . . ?
C1 N1 C5 117.9(7) . . ?
C5 N1 Co1 115.4(5) . . ?
C6 N2 Co1 119.5(5) . . ?
C6 N2 C10 121.7(7) . . ?
C10 N2 Co1 118.8(5) . . ?
C11 N3 Co1 114.7(5) . . ?
C15 N3 Co1 126.4(6) . . ?
C15 N3 C11 118.8(7) . . ?
C16 O1 Co1 122.2(6) . . ?
C18 O3 Co1 86.5(5) . . ?
C18 O4 Co1 94.8(5) . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 123.1(8) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.7(8) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(9) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 121.1 . . ?
C5 C4 C3 117.8(8) . . ?
C5 C4 H4 121.1 . . ?
N1 C5 C4 122.3(8) . . ?
N1 C5 C6 114.3(7) . . ?
C4 C5 C6 123.4(7) . . ?
N2 C6 C5 113.9(7) . . ?
N2 C6 C7 121.0(7) . . ?
C7 C6 C5 125.0(7) . . ?
C6 C7 H7 121.3 . . ?
C6 C7 C8 117.4(8) . . ?
C8 C7 H7 121.3 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 121.0(8) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.7(8) . . ?
C10 C9 H9 120.2 . . ?
N2 C10 C9 119.3(7) . . ?
N2 C10 C11 114.4(7) . . ?
C9 C10 C11 126.3(7) . . ?
N3 C11 C10 115.0(7) . . ?
N3 C11 C12 121.6(7) . . ?
C12 C11 C10 123.4(7) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(8) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.5(8) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(8) . . ?
C15 C14 H14 120.4 . . ?
N3 C15 C14 122.1(8) . . ?
N3 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
O1 C16 C17 112.9(8) . . ?
O2 C16 O1 126.5(9) . . ?
O2 C16 C17 120.5(9) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 O4 120.0(8) . . ?
O3 C18 C19 119.2(8) . . ?
O4 C18 C19 120.8(8) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
