# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_shelx
_audit_block_doi                 10.25505/fiz.icsd.cc2b6wt8
_database_code_depnum_ccdc_archive 'CCDC 2151580'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.chemmater.2c00527 2022
loop_
_audit_author_name
_audit_author_address
'Svilen Bobev'
;University of Delaware
United States of America
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-09-26 downloaded from the CCDC.
;
_audit_creation_date             2020-09-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'P3 Sr3 Zn'
_chemical_formula_sum            'P3 Sr3 Zn'
_chemical_formula_weight         421.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sr Sr -1.5307 3.2498 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.677(3)
_cell_length_b                   9.403(2)
_cell_length_c                   12.794(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1404.8(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3603
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      29.27
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.178
_shelx_estimated_absorpt_T_min   0.124
_exptl_absorpt_coefficient_mu    26.588
_exptl_absorpt_correction_T_max  0.2644
_exptl_absorpt_correction_T_min  0.1404
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1125 before and 0.0465 after correction.
The Ratio of minimum to maximum transmission is 0.5310.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    3.982
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5.00 -4.00 5.00 0.0480
5.00 4.00 -4.00 0.0330
-5.00 -5.00 -2.00 0.0630
-4.00 -4.00 -3.00 0.0660
4.00 4.00 3.00 0.0620
4.00 1.00 -1.00 0.0320
1.00 0.00 1.00 0.0690
-3.00 -1.00 2.00 0.0490
-1.00 0.00 -1.00 0.0770
-2.00 5.00 -6.00 0.0520
6.00 -5.00 2.00 0.0500
6.00 -2.00 -3.00 0.0640
-3.00 2.00 0.00 0.0490
-1.00 0.00 1.00 0.0440
-1.00 -2.00 4.00 0.0420
-2.00 -2.00 -3.00 0.0690
0.00 1.00 6.00 0.0570
0.00 -1.00 -6.00 0.0550

_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.099
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17785
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.632
_diffrn_reflns_theta_min         2.361
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1708
_reflns_number_total             2089
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.452
_refine_diff_density_min         -0.998
_refine_diff_density_rms         0.185
_refine_ls_extinction_coef       0.00056(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     77
_refine_ls_number_reflns         2089
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0245
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0205P)²+1.6160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0497
_refine_ls_wR_factor_ref         0.0532
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_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
Sr1 Sr 0.16480(3) 0.51389(3) 0.45561(3) 0.01262(9) Uani 1 1 d . . . . .
Sr2 Sr 0.41383(3) 0.03160(4) 0.24204(2) 0.01187(9) Uani 1 1 d . . . . .
Sr3 Sr 0.31157(5) 0.250000 0.67676(5) 0.02426(14) Uani 1 2 d S T P . .
Sr4 Sr 0.000000 0.000000 0.000000 0.01300(11) Uani 1 2 d S . P . .
Zn1 Zn 0.17305(5) 0.250000 0.30411(4) 0.01161(13) Uani 1 2 d S T P . .
Zn2 Zn 0.16902(6) 0.250000 0.07736(5) 0.02134(16) Uani 1 2 d S T P . .
P1 P 0.16324(8) 0.04829(9) 0.18457(7) 0.00937(18) Uani 1 1 d . . . . .
P2 P 0.03605(12) 0.250000 0.59983(10) 0.0119(3) Uani 1 2 d S T P . .
P3 P 0.33937(11) 0.250000 0.41906(10) 0.0100(2) Uani 1 2 d S T P . .
P4 P 0.48985(11) 0.250000 0.07249(10) 0.0106(3) Uani 1 2 d S T P . .
P5 P 0.64438(12) 0.250000 0.60935(10) 0.0122(3) Uani 1 2 d S T P . .


_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
Sr1 Sr2 3.8943(7) 4_455 ?
Sr1 Sr2 3.7817(8) 8_666 ?
Sr1 Zn1 3.1502(7) . ?
Sr1 Zn2 3.3349(8) 2_565 ?
Sr1 P1 3.5663(11) 8_666 ?
Sr1 P1 3.5168(12) 7_565 ?
Sr1 P2 3.3065(12) 5_566 ?
Sr1 P2 3.4384(11) . ?
Sr1 P3 3.2452(10) . ?
Sr1 P4 3.2291(11) 2_565 ?
Sr1 P4 3.2341(10) 6_556 ?
Sr1 P5 3.2535(12) 5_666 ?
Sr2 Sr3 3.8258(8) 2_554 ?
Sr2 Sr4 3.4632(7) 2 ?
Sr2 Zn1 3.5712(8) . ?
Sr2 Zn1 3.7051(8) 6_656 ?
Sr2 P1 3.0639(11) 6_656 ?
Sr2 P1 3.0211(11) . ?
Sr2 P2 3.2657(10) 2_554 ?
Sr2 P3 3.1786(11) . ?
Sr2 P4 3.1163(11) . ?
Sr2 P5 3.3300(10) 5_656 ?
Sr3 Sr4 3.9347(7) 4 ?
Sr3 Sr4 3.9347(7) 2 ?
Sr3 P1 2.8221(10) 2 ?
Sr3 P1 2.8221(10) 8_666 ?
Sr3 P2 3.3643(16) . ?
Sr3 P3 3.3130(16) . ?
Sr3 P5 3.3616(15) 6_557 ?
Sr4 Zn2 3.2251(7) 5 ?
Sr4 Zn2 3.2251(7) . ?
Sr4 P1 3.0686(10) . ?
Sr4 P1 3.0686(10) 5 ?
Sr4 P3 3.1807(10) 6_556 ?
Sr4 P3 3.1807(10) 2_554 ?
Sr4 P5 3.2134(10) 6_556 ?
Sr4 P5 3.2134(10) 2_554 ?
Zn1 Zn2 2.9016(10) . ?
Zn1 P1 2.4393(10) 7_565 ?
Zn1 P1 2.4393(10) . ?
Zn1 P3 2.4361(15) . ?
Zn1 P4 2.6586(15) 6_556 ?
Zn2 P1 2.3418(10) 7_565 ?
Zn2 P1 2.3418(10) . ?
Zn2 P5 2.4061(15) 6_556 ?
P2 P4 2.2697(19) 6_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Sr2 Sr1 Sr2 116.835(16) 8_666 4_455 ?
Zn1 Sr1 Sr2 62.415(14) . 4_455 ?
Zn1 Sr1 Sr2 129.672(16) . 8_666 ?
Zn1 Sr1 Zn2 142.57(2) . 2_565 ?
Zn1 Sr1 P1 124.03(2) . 8_666 ?
Zn1 Sr1 P1 42.479(18) . 7_565 ?
Zn1 Sr1 P2 114.75(3) . 5_566 ?
Zn1 Sr1 P2 77.00(3) . . ?
Zn1 Sr1 P3 44.75(3) . . ?
Zn1 Sr1 P4 49.20(3) . 6_556 ?
Zn1 Sr1 P4 147.53(3) . 2_565 ?
Zn1 Sr1 P5 111.06(3) . 5_666 ?
Zn2 Sr1 Sr2 70.081(16) 2_565 8_666 ?
Zn2 Sr1 Sr2 144.517(15) 2_565 4_455 ?
Zn2 Sr1 P1 125.05(2) 2_565 7_565 ?
Zn2 Sr1 P1 39.494(17) 2_565 8_666 ?
Zn2 Sr1 P2 118.96(3) 2_565 . ?
P1 Sr1 Sr2 48.509(18) 7_565 4_455 ?
P1 Sr1 Sr2 48.45(2) 8_666 8_666 ?
P1 Sr1 Sr2 164.078(19) 7_565 8_666 ?
P1 Sr1 Sr2 165.255(18) 8_666 4_455 ?
P1 Sr1 P1 145.894(15) 7_565 8_666 ?
P2 Sr1 Sr2 86.57(3) . 4_455 ?
P2 Sr1 Sr2 53.18(2) 5_566 4_455 ?
P2 Sr1 Sr2 90.35(3) 5_566 8_666 ?
P2 Sr1 Sr2 53.53(2) . 8_666 ?
P2 Sr1 Zn2 93.77(2) 5_566 2_565 ?
P2 Sr1 P1 120.97(3) 5_566 8_666 ?
P2 Sr1 P1 82.58(3) . 8_666 ?
P2 Sr1 P1 84.05(3) 5_566 7_565 ?
P2 Sr1 P1 114.01(3) . 7_565 ?
P2 Sr1 P2 106.83(2) 5_566 . ?
P3 Sr1 Sr2 109.02(3) . 8_666 ?
P3 Sr1 Sr2 107.16(3) . 4_455 ?
P3 Sr1 Zn2 102.18(3) . 2_565 ?
P3 Sr1 P1 80.45(3) . 8_666 ?
P3 Sr1 P1 74.58(3) . 7_565 ?
P3 Sr1 P2 158.14(3) . 5_566 ?
P3 Sr1 P2 78.47(3) . . ?
P3 Sr1 P5 93.14(3) . 5_666 ?
P4 Sr1 Sr2 50.82(2) 6_556 4_455 ?
P4 Sr1 Sr2 52.06(2) 2_565 8_666 ?
P4 Sr1 Sr2 89.32(3) 6_556 8_666 ?
P4 Sr1 Sr2 87.44(3) 2_565 4_455 ?
P4 Sr1 Zn2 158.48(3) 6_556 2_565 ?
P4 Sr1 Zn2 69.59(3) 2_565 2_565 ?
P4 Sr1 P1 82.65(3) 2_565 8_666 ?
P4 Sr1 P1 124.61(3) 2_565 7_565 ?
P4 Sr1 P1 76.09(3) 6_556 7_565 ?
P4 Sr1 P1 121.10(3) 6_556 8_666 ?
P4 Sr1 P2 92.49(3) 6_556 5_566 ?
P4 Sr1 P2 39.62(3) 6_556 . ?
P4 Sr1 P2 40.62(3) 2_565 5_566 ?
P4 Sr1 P2 90.18(3) 2_565 . ?
P4 Sr1 P3 160.70(3) 2_565 . ?
P4 Sr1 P3 78.11(3) 6_556 . ?
P4 Sr1 P4 103.05(2) 2_565 6_556 ?
P4 Sr1 P5 158.09(3) 6_556 5_666 ?
P4 Sr1 P5 91.84(3) 2_565 5_666 ?
P5 Sr1 Sr2 112.57(2) 5_666 8_666 ?
P5 Sr1 Sr2 115.11(3) 5_666 4_455 ?
P5 Sr1 Zn2 42.82(3) 5_666 2_565 ?
P5 Sr1 P1 76.25(3) 5_666 8_666 ?
P5 Sr1 P1 82.25(3) 5_666 7_565 ?
P5 Sr1 P2 88.43(3) 5_666 5_566 ?
P5 Sr1 P2 158.29(3) 5_666 . ?
Sr1 Sr2 Sr1 63.166(16) 8_655 4 ?
Sr1 Sr2 Sr3 65.852(11) 8_655 2_554 ?
Sr3 Sr2 Sr1 107.450(17) 2_554 4 ?
Sr4 Sr2 Sr1 172.014(12) 2 8_655 ?
Sr4 Sr2 Sr1 113.005(17) 2 4 ?
Sr4 Sr2 Sr3 110.399(13) 2 2_554 ?
Sr4 Sr2 Zn1 87.828(14) 2 6_656 ?
Sr4 Sr2 Zn1 93.791(14) 2 . ?
Zn1 Sr2 Sr1 48.903(13) 6_656 4 ?
Zn1 Sr2 Sr1 92.849(14) . 8_655 ?
Zn1 Sr2 Sr1 143.132(14) . 4 ?
Zn1 Sr2 Sr1 93.918(14) 6_656 8_655 ?
Zn1 Sr2 Sr3 155.624(16) 6_656 2_554 ?
Zn1 Sr2 Sr3 84.55(2) . 2_554 ?
Zn1 Sr2 Zn1 111.089(18) . 6_656 ?
P1 Sr2 Sr1 59.29(2) 6_656 4 ?
P1 Sr2 Sr1 122.01(2) 6_656 8_655 ?
P1 Sr2 Sr1 125.21(2) . 4 ?
P1 Sr2 Sr1 62.050(19) . 8_655 ?
P1 Sr2 Sr3 139.13(2) 6_656 2_554 ?
P1 Sr2 Sr3 46.89(2) . 2_554 ?
P1 Sr2 Sr4 55.680(18) 6_656 2 ?
P1 Sr2 Sr4 121.18(2) . 2 ?
P1 Sr2 Zn1 40.88(2) 6_656 6_656 ?
P1 Sr2 Zn1 130.59(2) 6_656 . ?
P1 Sr2 Zn1 136.36(2) . 6_656 ?
P1 Sr2 Zn1 42.42(2) . . ?
P1 Sr2 P1 172.99(3) . 6_656 ?
P1 Sr2 P2 94.60(3) . 2_554 ?
P1 Sr2 P2 92.40(3) 6_656 2_554 ?
P1 Sr2 P3 82.81(3) . . ?
P1 Sr2 P3 90.49(3) 6_656 . ?
P1 Sr2 P4 94.14(3) . . ?
P1 Sr2 P4 84.77(3) 6_656 . ?
P1 Sr2 P5 93.43(3) 6_656 5_656 ?
P1 Sr2 P5 89.00(3) . 5_656 ?
P2 Sr2 Sr1 54.15(2) 2_554 4 ?
P2 Sr2 Sr1 57.85(2) 2_554 8_655 ?
P2 Sr2 Sr3 55.97(3) 2_554 2_554 ?
P2 Sr2 Sr4 114.16(2) 2_554 2 ?
P2 Sr2 Zn1 137.00(3) 2_554 . ?
P2 Sr2 Zn1 102.37(3) 2_554 6_656 ?
P2 Sr2 P5 73.14(3) 2_554 5_656 ?
P3 Sr2 Sr1 137.69(2) . 4 ?
P3 Sr2 Sr1 130.74(2) . 8_655 ?
P3 Sr2 Sr3 114.50(3) . 2_554 ?
P3 Sr2 Sr4 57.03(2) . 2 ?
P3 Sr2 Zn1 88.79(3) . 6_656 ?
P3 Sr2 Zn1 41.81(3) . . ?
P3 Sr2 P2 165.91(3) . 2_554 ?
P3 Sr2 P5 92.93(3) . 5_656 ?
P4 Sr2 Sr1 54.80(2) . 8_655 ?
P4 Sr2 Sr1 53.56(2) . 4 ?
P4 Sr2 Sr3 120.01(3) . 2_554 ?
P4 Sr2 Sr4 129.58(3) . 2 ?
P4 Sr2 Zn1 90.00(3) . . ?
P4 Sr2 Zn1 44.85(3) . 6_656 ?
P4 Sr2 P2 95.48(3) . 2_554 ?
P4 Sr2 P3 98.52(3) . . ?
P4 Sr2 P5 168.42(3) . 5_656 ?
P5 Sr2 Sr1 115.91(2) 5_656 4 ?
P5 Sr2 Sr1 117.95(2) 5_656 8_655 ?
P5 Sr2 Sr3 55.52(3) 5_656 2_554 ?
P5 Sr2 Sr4 56.42(2) 5_656 2 ?
P5 Sr2 Zn1 134.31(3) 5_656 6_656 ?
P5 Sr2 Zn1 99.77(3) 5_656 . ?
Sr1 Sr3 Sr1 157.399(17) 7_565 2_565 ?
Sr1 Sr3 Sr1 73.751(19) 7_565 . ?
Sr1 Sr3 Sr1 106.886(15) . 2_565 ?
Sr2 Sr3 Sr1 56.561(13) 8_666 . ?
Sr2 Sr3 Sr1 106.24(2) 8_666 7_565 ?
Sr2 Sr3 Sr1 59.682(11) 8_666 2_565 ?
Sr2 Sr3 Sr1 106.24(2) 2 . ?
Sr2 Sr3 Sr1 56.561(14) 2 7_565 ?
Sr2 Sr3 Sr1 103.004(17) 2 2_565 ?
Sr2 Sr3 Sr2 87.60(2) 2 8_666 ?
Sr2 Sr3 Sr4 95.546(16) 2 2 ?
Sr2 Sr3 Sr4 157.475(18) 2 4 ?
Sr2 Sr3 Sr4 95.546(16) 8_666 4 ?
Sr2 Sr3 Sr4 157.475(18) 8_666 2 ?
Sr4 Sr3 Sr1 101.362(19) 2 . ?
Sr4 Sr3 Sr1 58.665(14) 4 . ?
Sr4 Sr3 Sr1 101.36(2) 4 7_565 ?
Sr4 Sr3 Sr1 139.932(19) 2 2_565 ?
Sr4 Sr3 Sr1 97.776(15) 4 2_565 ?
Sr4 Sr3 Sr1 58.664(15) 2 7_565 ?
Sr4 Sr3 Sr4 73.377(18) 4 2 ?
P1 Sr3 Sr1 58.06(2) 8_666 . ?
P1 Sr3 Sr1 58.06(2) 2 7_565 ?
P1 Sr3 Sr1 119.15(3) 2 2_565 ?
P1 Sr3 Sr1 55.88(2) 8_666 2_565 ?
P1 Sr3 Sr1 131.60(3) 2 . ?
P1 Sr3 Sr1 131.60(3) 8_666 7_565 ?
P1 Sr3 Sr2 138.76(3) 2 8_666 ?
P1 Sr3 Sr2 51.39(2) 2 2 ?
P1 Sr3 Sr2 51.39(2) 8_666 8_666 ?
P1 Sr3 Sr2 138.76(3) 8_666 2 ?
P1 Sr3 Sr4 123.77(3) 2 4 ?
P1 Sr3 Sr4 50.82(2) 2 2 ?
P1 Sr3 Sr4 123.77(3) 8_666 2 ?
P1 Sr3 Sr4 50.82(2) 8_666 4 ?
P1 Sr3 P1 167.36(5) 8_666 2 ?
P1 Sr3 P2 96.32(2) 2 . ?
P1 Sr3 P2 96.32(2) 8_666 . ?
P1 Sr3 P3 91.44(2) 2 . ?
P1 Sr3 P3 91.44(2) 8_666 . ?
P1 Sr3 P5 91.82(2) 2 6_557 ?
P1 Sr3 P5 91.82(2) 8_666 6_557 ?
P2 Sr3 Sr1 108.09(2) . 2_565 ?
P2 Sr3 Sr1 53.383(18) . . ?
P2 Sr3 Sr1 53.384(18) . 7_565 ?
P2 Sr3 Sr2 53.561(18) . 8_666 ?
P2 Sr3 Sr2 53.561(17) . 2 ?
P2 Sr3 Sr4 111.51(2) . 2 ?
P2 Sr3 Sr4 111.51(2) . 4 ?
P3 Sr3 Sr1 50.185(18) . . ?
P3 Sr3 Sr1 50.185(18) . 7_565 ?
P3 Sr3 Sr1 146.793(13) . 2_565 ?
P3 Sr3 Sr2 106.54(2) . 8_666 ?
P3 Sr3 Sr2 106.54(2) . 2 ?
P3 Sr3 Sr4 51.186(17) . 2 ?
P3 Sr3 Sr4 51.186(17) . 4 ?
P3 Sr3 P2 78.61(4) . . ?
P3 Sr3 P5 150.12(4) . 6_557 ?
P5 Sr3 Sr1 49.33(2) 6_557 2_565 ?
P5 Sr3 Sr1 108.44(3) 6_557 . ?
P5 Sr3 Sr1 108.44(3) 6_557 7_565 ?
P5 Sr3 Sr2 54.742(17) 6_557 8_666 ?
P5 Sr3 Sr2 54.742(17) 6_557 2 ?
P5 Sr3 Sr4 142.433(10) 6_557 4 ?
P5 Sr3 Sr4 142.433(10) 6_557 2 ?
P5 Sr3 P2 71.51(4) 6_557 . ?
Sr2 Sr4 Sr2 180.000(16) 2_554 6_556 ?
Sr2 Sr4 Sr3 109.513(15) 2_554 2_554 ?
Sr2 Sr4 Sr3 70.487(15) 6_556 2_554 ?
Sr2 Sr4 Sr3 70.487(15) 2_554 6_556 ?
Sr2 Sr4 Sr3 109.513(15) 6_556 6_556 ?
Sr3 Sr4 Sr3 180.0 2_554 6_556 ?
Zn2 Sr4 Sr2 100.209(15) 5 6_556 ?
Zn2 Sr4 Sr2 100.208(15) . 2_554 ?
Zn2 Sr4 Sr2 79.791(15) 5 2_554 ?
Zn2 Sr4 Sr2 79.792(15) . 6_556 ?
Zn2 Sr4 Sr3 85.236(18) . 2_554 ?
Zn2 Sr4 Sr3 85.235(18) 5 6_556 ?
Zn2 Sr4 Sr3 94.765(18) 5 2_554 ?
Zn2 Sr4 Sr3 94.764(18) . 6_556 ?
Zn2 Sr4 Zn2 180.0 . 5 ?
P1 Sr4 Sr2 124.45(2) 5 6_556 ?
P1 Sr4 Sr2 124.45(2) . 2_554 ?
P1 Sr4 Sr2 55.55(2) . 6_556 ?
P1 Sr4 Sr2 55.55(2) 5 2_554 ?
P1 Sr4 Sr3 134.527(19) 5 2_554 ?
P1 Sr4 Sr3 134.527(19) . 6_556 ?
P1 Sr4 Sr3 45.473(19) 5 6_556 ?
P1 Sr4 Sr3 45.473(19) . 2_554 ?
P1 Sr4 Zn2 43.60(2) 5 5 ?
P1 Sr4 Zn2 136.40(2) 5 . ?
P1 Sr4 Zn2 136.40(2) . 5 ?
P1 Sr4 Zn2 43.60(2) . . ?
P1 Sr4 P1 180.00(2) . 5 ?
P1 Sr4 P3 90.36(3) 5 2_554 ?
P1 Sr4 P3 89.64(3) . 2_554 ?
P1 Sr4 P3 89.64(3) 5 6_556 ?
P1 Sr4 P3 90.36(3) . 6_556 ?
P1 Sr4 P5 84.32(3) 5 2_554 ?
P1 Sr4 P5 84.32(3) . 6_556 ?
P1 Sr4 P5 95.68(3) . 2_554 ?
P1 Sr4 P5 95.68(3) 5 6_556 ?
P3 Sr4 Sr2 123.03(2) 2_554 6_556 ?
P3 Sr4 Sr2 123.03(2) 6_556 2_554 ?
P3 Sr4 Sr2 56.97(2) 6_556 6_556 ?
P3 Sr4 Sr2 56.97(2) 2_554 2_554 ?
P3 Sr4 Sr3 54.25(3) 2_554 2_554 ?
P3 Sr4 Sr3 54.25(3) 6_556 6_556 ?
P3 Sr4 Sr3 125.75(3) 6_556 2_554 ?
P3 Sr4 Sr3 125.75(3) 2_554 6_556 ?
P3 Sr4 Zn2 73.87(3) 2_554 5 ?
P3 Sr4 Zn2 106.13(3) 6_556 5 ?
P3 Sr4 Zn2 73.87(3) 6_556 . ?
P3 Sr4 Zn2 106.13(3) 2_554 . ?
P3 Sr4 P3 180.00(4) 6_556 2_554 ?
P3 Sr4 P5 95.14(3) 2_554 6_556 ?
P3 Sr4 P5 84.86(3) 6_556 6_556 ?
P3 Sr4 P5 95.14(3) 6_556 2_554 ?
P3 Sr4 P5 84.86(3) 2_554 2_554 ?
P5 Sr4 Sr2 59.70(2) 6_556 2_554 ?
P5 Sr4 Sr2 120.30(2) 6_556 6_556 ?
P5 Sr4 Sr2 59.70(2) 2_554 6_556 ?
P5 Sr4 Sr2 120.30(2) 2_554 2_554 ?
P5 Sr4 Sr3 66.80(3) 6_556 6_556 ?
P5 Sr4 Sr3 113.20(3) 2_554 6_556 ?
P5 Sr4 Sr3 66.80(3) 2_554 2_554 ?
P5 Sr4 Sr3 113.20(3) 6_556 2_554 ?
P5 Sr4 Zn2 43.89(3) 6_556 . ?
P5 Sr4 Zn2 136.11(3) 6_556 5 ?
P5 Sr4 Zn2 136.11(3) 2_554 . ?
P5 Sr4 Zn2 43.89(3) 2_554 5 ?
P5 Sr4 P5 180.00(4) 6_556 2_554 ?
Sr1 Zn1 Sr1 103.94(3) . 7_565 ?
Sr1 Zn1 Sr2 120.64(2) . 6_556 ?
Sr1 Zn1 Sr2 68.683(14) . 4_455 ?
Sr1 Zn1 Sr2 73.017(14) 7_565 . ?
Sr1 Zn1 Sr2 68.683(14) 7_565 6_556 ?
Sr1 Zn1 Sr2 127.87(2) 7_565 7_565 ?
Sr1 Zn1 Sr2 120.65(2) 7_565 4_455 ?
Sr1 Zn1 Sr2 127.87(2) . . ?
Sr1 Zn1 Sr2 73.017(14) . 7_565 ?
Sr2 Zn1 Sr2 106.794(19) . 6_556 ?
Sr2 Zn1 Sr2 70.21(2) . 7_565 ?
Sr2 Zn1 Sr2 67.32(2) 6_556 4_455 ?
Sr2 Zn1 Sr2 106.794(18) 7_565 4_455 ?
Sr2 Zn1 Sr2 157.891(19) . 4_455 ?
Sr2 Zn1 Sr2 157.891(19) 7_565 6_556 ?
Zn2 Zn1 Sr1 127.932(13) . . ?
Zn2 Zn1 Sr1 127.932(13) . 7_565 ?
Zn2 Zn1 Sr2 77.901(18) . 7_565 ?
Zn2 Zn1 Sr2 80.061(18) . 4_455 ?
Zn2 Zn1 Sr2 80.061(18) . 6_556 ?
Zn2 Zn1 Sr2 77.901(18) . . ?
P1 Zn1 Sr1 175.47(3) 7_565 7_565 ?
P1 Zn1 Sr1 175.47(3) . . ?
P1 Zn1 Sr1 76.81(3) . 7_565 ?
P1 Zn1 Sr1 76.81(3) 7_565 . ?
P1 Zn1 Sr2 55.30(2) . 6_556 ?
P1 Zn1 Sr2 110.16(3) 7_565 . ?
P1 Zn1 Sr2 107.02(3) 7_565 6_556 ?
P1 Zn1 Sr2 55.30(2) 7_565 4_455 ?
P1 Zn1 Sr2 107.02(3) . 4_455 ?
P1 Zn1 Sr2 56.66(2) 7_565 7_565 ?
P1 Zn1 Sr2 110.16(3) . 7_565 ?
P1 Zn1 Sr2 56.66(2) . . ?
P1 Zn1 Zn2 51.12(2) 7_565 . ?
P1 Zn1 Zn2 51.12(2) . . ?
P1 Zn1 P1 102.08(5) . 7_565 ?
P1 Zn1 P4 109.55(3) 7_565 6_556 ?
P1 Zn1 P4 109.55(3) . 6_556 ?
P3 Zn1 Sr1 69.69(2) . . ?
P3 Zn1 Sr1 69.69(2) . 7_565 ?
P3 Zn1 Sr2 60.44(3) . . ?
P3 Zn1 Sr2 138.37(2) . 4_455 ?
P3 Zn1 Sr2 138.37(2) . 6_556 ?
P3 Zn1 Sr2 60.44(3) . 7_565 ?
P3 Zn1 Zn2 128.06(4) . . ?
P3 Zn1 P1 114.58(3) . 7_565 ?
P3 Zn1 P1 114.58(3) . . ?
P3 Zn1 P4 106.43(5) . 6_556 ?
P4 Zn1 Sr1 67.05(2) 6_556 . ?
P4 Zn1 Sr1 67.05(2) 6_556 7_565 ?
P4 Zn1 Sr2 55.76(3) 6_556 6_556 ?
P4 Zn1 Sr2 139.952(19) 6_556 7_565 ?
P4 Zn1 Sr2 55.76(3) 6_556 4_455 ?
P4 Zn1 Sr2 139.952(19) 6_556 . ?
P4 Zn1 Zn2 125.50(4) 6_556 . ?
Sr1 Zn2 Sr1 83.49(3) 2_564 8_655 ?
Sr4 Zn2 Sr1 74.182(17) 3 2_564 ?
Sr4 Zn2 Sr1 134.27(2) 3 8_655 ?
Sr4 Zn2 Sr1 74.182(17) . 8_655 ?
Sr4 Zn2 Sr1 134.27(2) . 2_564 ?
Sr4 Zn2 Sr4 93.59(2) . 3 ?
Zn1 Zn2 Sr1 117.23(2) . 2_564 ?
Zn1 Zn2 Sr1 117.23(2) . 8_655 ?
Zn1 Zn2 Sr4 108.468(19) . . ?
Zn1 Zn2 Sr4 108.468(18) . 3 ?
P1 Zn2 Sr1 146.06(4) 7_565 8_655 ?
P1 Zn2 Sr1 75.59(3) . 8_655 ?
P1 Zn2 Sr1 75.59(3) 7_565 2_564 ?
P1 Zn2 Sr1 146.06(4) . 2_564 ?
P1 Zn2 Sr4 64.64(3) 7_565 3 ?
P1 Zn2 Sr4 138.81(4) 7_565 . ?
P1 Zn2 Sr4 138.81(4) . 3 ?
P1 Zn2 Sr4 64.64(3) . . ?
P1 Zn2 Zn1 54.18(3) . . ?
P1 Zn2 Zn1 54.18(3) 7_565 . ?
P1 Zn2 P1 108.18(5) . 7_565 ?
P1 Zn2 P5 125.32(3) 7_565 6_556 ?
P1 Zn2 P5 125.32(3) . 6_556 ?
P5 Zn2 Sr1 66.79(3) 6_556 2_564 ?
P5 Zn2 Sr1 66.79(3) 6_556 8_655 ?
P5 Zn2 Sr4 67.80(2) 6_556 . ?
P5 Zn2 Sr4 67.80(2) 6_556 3 ?
P5 Zn2 Zn1 174.06(5) 6_556 . ?
Sr1 P1 Sr1 142.37(3) 7_565 8_655 ?
Sr2 P1 Sr1 69.50(2) . 8_655 ?
Sr2 P1 Sr1 75.31(2) . 7_565 ?
Sr2 P1 Sr1 72.20(2) 6_556 7_565 ?
Sr2 P1 Sr1 141.47(3) 6_556 8_655 ?
Sr2 P1 Sr2 147.50(3) . 6_556 ?
Sr2 P1 Sr4 141.37(3) . . ?
Sr2 P1 Sr4 68.77(2) 6_556 . ?
Sr3 P1 Sr1 79.75(3) 2_554 8_655 ?
Sr3 P1 Sr1 82.48(3) 2_554 7_565 ?
Sr3 P1 Sr2 93.38(3) 2_554 6_556 ?
Sr3 P1 Sr2 81.72(3) 2_554 . ?
Sr3 P1 Sr4 83.71(3) 2_554 . ?
Sr4 P1 Sr1 137.52(3) . 7_565 ?
Sr4 P1 Sr1 72.79(3) . 8_655 ?
Zn1 P1 Sr1 124.00(3) . 8_655 ?
Zn1 P1 Sr1 60.71(2) . 7_565 ?
Zn1 P1 Sr2 83.82(3) . 6_556 ?
Zn1 P1 Sr2 80.93(3) . . ?
Zn1 P1 Sr3 142.20(4) . 2_554 ?
Zn1 P1 Sr4 128.81(4) . . ?
Zn2 P1 Sr1 64.92(3) . 8_655 ?
Zn2 P1 Sr1 135.41(4) . 7_565 ?
Zn2 P1 Sr2 104.38(4) . 6_556 ?
Zn2 P1 Sr2 99.02(4) . . ?
Zn2 P1 Sr3 141.38(4) . 2_554 ?
Zn2 P1 Sr4 71.76(3) . . ?
Zn2 P1 Zn1 74.70(3) . . ?
Sr1 P2 Sr1 132.81(4) 5_566 7_565 ?
Sr1 P2 Sr1 92.39(4) . 7_565 ?
Sr1 P2 Sr1 84.36(4) 3_546 5_566 ?
Sr1 P2 Sr1 132.81(4) 3_546 . ?
Sr1 P2 Sr1 73.17(2) 5_566 . ?
Sr1 P2 Sr1 73.17(2) 3_546 7_565 ?
Sr1 P2 Sr3 137.818(18) 5_566 . ?
Sr1 P2 Sr3 137.818(19) 3_546 . ?
Sr2 P2 Sr1 142.29(5) 2 5_566 ?
Sr2 P2 Sr1 68.620(19) 2 7_565 ?
Sr2 P2 Sr1 72.672(18) 2 3_546 ?
Sr2 P2 Sr1 143.69(5) 8_666 7_565 ?
Sr2 P2 Sr1 143.69(5) 2 . ?
Sr2 P2 Sr1 142.29(5) 8_666 3_546 ?
Sr2 P2 Sr1 68.621(19) 8_666 . ?
Sr2 P2 Sr1 72.672(18) 8_666 5_566 ?
Sr2 P2 Sr2 108.36(4) 8_666 2 ?
Sr2 P2 Sr3 70.47(3) 2 . ?
Sr2 P2 Sr3 70.47(3) 8_666 . ?
Sr3 P2 Sr1 74.86(3) . 7_565 ?
Sr3 P2 Sr1 74.86(3) . . ?
P4 P2 Sr1 65.33(3) 6_556 . ?
P4 P2 Sr1 67.86(4) 6_556 5_566 ?
P4 P2 Sr1 65.33(3) 6_556 7_565 ?
P4 P2 Sr1 67.86(4) 6_556 3_546 ?
P4 P2 Sr2 125.72(2) 6_556 8_666 ?
P4 P2 Sr2 125.72(2) 6_556 2 ?
P4 P2 Sr3 120.76(6) 6_556 . ?
Sr1 P3 Sr1 99.75(4) . 7_565 ?
Sr1 P3 Sr3 78.17(3) . . ?
Sr1 P3 Sr3 78.17(3) 7_565 . ?
Sr2 P3 Sr1 77.317(19) 7_565 . ?
Sr2 P3 Sr1 77.316(19) . 7_565 ?
Sr2 P3 Sr1 140.22(4) . . ?
Sr2 P3 Sr1 140.22(4) 7_565 7_565 ?
Sr2 P3 Sr2 80.50(4) 7_565 . ?
Sr2 P3 Sr3 137.39(2) 7_565 . ?
Sr2 P3 Sr3 137.39(2) . . ?
Sr2 P3 Sr4 123.25(4) 7_565 2 ?
Sr2 P3 Sr4 123.25(4) . 4 ?
Sr2 P3 Sr4 65.99(2) 7_565 4 ?
Sr2 P3 Sr4 65.99(2) . 2 ?
Sr4 P3 Sr1 76.013(19) 2 7_565 ?
Sr4 P3 Sr1 152.70(5) 2 . ?
Sr4 P3 Sr1 152.70(5) 4 7_565 ?
Sr4 P3 Sr1 76.014(19) 4 . ?
Sr4 P3 Sr3 74.56(3) 2 . ?
Sr4 P3 Sr3 74.56(3) 4 . ?
Sr4 P3 Sr4 95.31(4) 4 2 ?
Zn1 P3 Sr1 65.56(3) . . ?
Zn1 P3 Sr1 65.56(3) . 7_565 ?
Zn1 P3 Sr2 77.75(3) . 7_565 ?
Zn1 P3 Sr2 77.75(3) . . ?
Zn1 P3 Sr3 121.51(5) . . ?
Zn1 P3 Sr4 131.81(2) . 2 ?
Zn1 P3 Sr4 131.81(2) . 4 ?
Sr1 P4 Sr1 146.03(4) 8_655 6_656 ?
Sr1 P4 Sr1 146.03(4) 2_564 4 ?
Sr1 P4 Sr1 86.88(4) 8_655 2_564 ?
Sr1 P4 Sr1 76.95(2) 8_655 4 ?
Sr1 P4 Sr1 76.95(2) 2_564 6_656 ?
Sr1 P4 Sr1 100.22(4) 6_656 4 ?
Sr2 P4 Sr1 75.621(19) . 4 ?
Sr2 P4 Sr1 75.621(19) 7_565 6_656 ?
Sr2 P4 Sr1 73.14(2) 7_565 2_564 ?
Sr2 P4 Sr1 73.14(2) . 8_655 ?
Sr2 P4 Sr1 128.04(5) . 2_564 ?
Sr2 P4 Sr1 128.04(4) 7_565 8_655 ?
Sr2 P4 Sr1 139.73(4) . 6_656 ?
Sr2 P4 Sr1 139.72(4) 7_565 4 ?
Sr2 P4 Sr2 82.45(4) . 7_565 ?
Zn1 P4 Sr1 63.76(3) 6_656 6_656 ?
Zn1 P4 Sr1 136.467(19) 6_656 2_564 ?
Zn1 P4 Sr1 136.467(19) 6_656 8_655 ?
Zn1 P4 Sr1 63.76(3) 6_656 4 ?
Zn1 P4 Sr2 79.39(3) 6_656 . ?
Zn1 P4 Sr2 79.39(3) 6_656 7_565 ?
P2 P4 Sr1 71.52(4) 6_656 8_655 ?
P2 P4 Sr1 75.04(4) 6_656 6_656 ?
P2 P4 Sr1 75.04(4) 6_656 4 ?
P2 P4 Sr1 71.52(4) 6_656 2_564 ?
P2 P4 Sr2 138.06(2) 6_656 . ?
P2 P4 Sr2 138.06(2) 6_656 7_565 ?
P2 P4 Zn1 112.68(7) 6_656 6_656 ?
Sr1 P5 Sr1 86.07(4) 5_666 3_646 ?
Sr1 P5 Sr2 145.93(5) 3_646 3_656 ?
Sr1 P5 Sr2 75.108(18) 5_666 3_656 ?
Sr1 P5 Sr2 145.93(5) 5_666 5_656 ?
Sr1 P5 Sr2 75.108(18) 3_646 5_656 ?
Sr1 P5 Sr3 79.06(3) 3_646 6_657 ?
Sr1 P5 Sr3 79.06(3) 5_666 6_657 ?
Sr2 P5 Sr2 105.35(4) 3_656 5_656 ?
Sr2 P5 Sr3 69.74(3) 5_656 6_657 ?
Sr2 P5 Sr3 69.74(3) 3_656 6_657 ?
Sr4 P5 Sr1 138.36(5) 4 3_646 ?
Sr4 P5 Sr1 75.45(2) 2 3_646 ?
Sr4 P5 Sr1 75.45(2) 4 5_666 ?
Sr4 P5 Sr1 138.36(5) 2 5_666 ?
Sr4 P5 Sr2 136.32(5) 2 3_656 ?
Sr4 P5 Sr2 63.882(18) 4 3_656 ?
Sr4 P5 Sr2 63.882(18) 2 5_656 ?
Sr4 P5 Sr2 136.32(5) 4 5_656 ?
Sr4 P5 Sr3 131.23(2) 4 6_657 ?
Sr4 P5 Sr3 131.23(2) 2 6_657 ?
Sr4 P5 Sr4 94.04(4) 2 4 ?
Zn2 P5 Sr1 70.39(3) 6_656 5_666 ?
Zn2 P5 Sr1 70.39(3) 6_656 3_646 ?
Zn2 P5 Sr2 126.25(2) 6_656 3_656 ?
Zn2 P5 Sr2 126.25(2) 6_656 5_656 ?
Zn2 P5 Sr3 137.63(6) 6_656 6_657 ?
Zn2 P5 Sr4 68.31(3) 6_656 4 ?
Zn2 P5 Sr4 68.31(3) 6_656 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_mp23
_database_code_depnum_ccdc_archive 'CCDC 2151281'
loop_
_audit_author_name
_audit_author_address
'Morgane Sanselme'
;University of Rouen
France
;
_audit_update_record             
;
2022-08-08 deposited with the CCDC.	2022-09-26 downloaded from the CCDC.
;

_audit_creation_date             2020-11-30T16:43:27-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H16 N2 O4'
_chemical_formula_sum            'C15 H16 N2 O4'
_chemical_formula_weight         288.3
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration syn

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19

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

_cell_length_a                   7.4616(11)
_cell_length_b                   8.6131(13)
_cell_length_c                   21.565(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1385.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1738
_cell_measurement_theta_min      1.89
_cell_measurement_theta_max      23.3
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0
_exptl_crystal_size_mid          0
_exptl_crystal_size_min          0
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   none

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

_diffrn_measurement_device_type  'SMART APEX I Bruker'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_av_unetI/netI     0.0678
_diffrn_reflns_number            6286
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         23.3
_diffrn_reflns_theta_full        23.3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             1994
_reflns_number_gt                1738
_reflns_threshold_expression     >2σ(I)

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

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0723P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1994
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.057
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1317
_refine_ls_wR_factor_gt          0.1265
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   4(2)
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.045

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3220(4) 0.6964(3) 0.03549(13) 0.0377(7) Uani 1 1 d . . .
C2 C 0.3341(4) 0.5648(3) -0.00813(13) 0.0411(8) Uani 1 1 d . . .
C3 C 0.3631(4) 0.4241(4) 0.01431(13) 0.0407(8) Uani 1 1 d . . .
H3 H 0.3743 0.3421 -0.0135 0.049 Uiso 1 1 calc R . .
C4 C 0.3791(4) 0.3900(3) 0.08238(14) 0.0374(7) Uani 1 1 d . . .
H4 H 0.3283 0.2868 0.0899 0.045 Uiso 1 1 calc R . .
C5 C 0.5785(4) 0.3856(4) 0.10126(16) 0.0514(9) Uani 1 1 d . . .
H5A H 0.6362 0.2988 0.0807 0.062 Uiso 1 1 calc R . .
H5B H 0.6365 0.4801 0.0871 0.062 Uiso 1 1 calc R . .
C6 C 0.6045(5) 0.3703(4) 0.17021(16) 0.0512(9) Uani 1 1 d . . .
C7 C 0.5042(5) 0.4886(4) 0.20670(15) 0.0534(10) Uani 1 1 d . . .
H7A H 0.5493 0.5914 0.1971 0.064 Uiso 1 1 calc R . .
H7B H 0.5216 0.4701 0.2507 0.064 Uiso 1 1 calc R . .
C8 C 0.3069(4) 0.4798(3) 0.19131(12) 0.0399(8) Uani 1 1 d . . .
H8 H 0.2396 0.5562 0.2156 0.048 Uiso 1 1 calc R . .
C9 C 0.2755(4) 0.5059(3) 0.12148(12) 0.0327(7) Uani 1 1 d . . .
C10 C 0.3013(4) 0.6708(3) 0.09950(12) 0.0338(7) Uani 1 1 d . . .
C11 C 0.2936(5) 0.7990(3) 0.13804(13) 0.0437(8) Uani 1 1 d . . .
H11 H 0.2787 0.7861 0.1805 0.052 Uiso 1 1 calc R . .
C12 C 0.3079(5) 0.9457(3) 0.11330(15) 0.0550(9) Uani 1 1 d . . .
H12 H 0.3053 1.0332 0.1386 0.066 Uiso 1 1 calc R . .
O4 O 0.2435(3) 0.3272(2) 0.20393(9) 0.0536(7) Uani 1 1 d . . .
C15 C 0.1425(6) 0.3111(6) 0.25833(19) 0.0891(15) Uani 1 1 d . . .
H15A H 0.2127 0.3442 0.2932 0.134 Uiso 1 1 calc R . .
H15B H 0.109 0.2043 0.2636 0.134 Uiso 1 1 calc R . .
H15C H 0.0365 0.3739 0.2554 0.134 Uiso 1 1 calc R . .
C13 C 0.3261(6) 0.9591(4) 0.05006(16) 0.0637(11) Uani 1 1 d . . .
H13 H 0.3337 1.0584 0.0334 0.076 Uiso 1 1 calc R . .
N2 N 0.3337(4) 0.8399(3) 0.01139(12) 0.0548(8) Uani 1 1 d . . .
C14 C 0.3206(5) 0.5967(4) -0.07622(13) 0.0538(9) Uani 1 1 d . . .
H14A H 0.3374 0.5018 -0.0988 0.081 Uiso 1 1 calc R . .
H14B H 0.4113 0.67 -0.088 0.081 Uiso 1 1 calc R . .
H14C H 0.2044 0.6387 -0.0855 0.081 Uiso 1 1 calc R . .
N1 N 0.0711(3) 0.4713(3) 0.11357(11) 0.0373(7) Uani 1 1 d . . .
O1 O 0.6941(4) 0.2689(3) 0.19400(12) 0.0759(8) Uani 1 1 d . . .
O2 O 0.0227(3) 0.3643(3) 0.08118(12) 0.0612(7) Uani 1 1 d . . .
O3 O -0.0316(3) 0.5555(3) 0.14166(10) 0.0522(6) Uani 1 1 d . . .



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

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.344(3) . ?
C1 C10 1.406(4) . ?
C1 C2 1.476(4) . ?
C2 C3 1.323(4) . ?
C2 C14 1.497(4) . ?
C3 C4 1.502(4) . ?
C3 H3 0.93 . ?
C4 C9 1.518(4) . ?
C4 C5 1.543(5) . ?
C4 H4 0.98 . ?
C5 C6 1.505(4) . ?
C5 H5A 0.97 . ?
C5 H5B 0.97 . ?
C6 O1 1.214(4) . ?
C6 C7 1.489(5) . ?
C7 C8 1.511(5) . ?
C7 H7A 0.97 . ?
C7 H7B 0.97 . ?
C8 O4 1.423(4) . ?
C8 C9 1.541(4) . ?
C8 H8 0.98 . ?
C9 C10 1.510(4) . ?
C9 N1 1.563(4) . ?
C10 C11 1.384(4) . ?
C11 C12 1.376(4) . ?
C11 H11 0.93 . ?
C12 C13 1.375(4) . ?
C12 H12 0.93 . ?
O4 C15 1.401(4) . ?
C15 H15A 0.96 . ?
C15 H15B 0.96 . ?
C15 H15C 0.96 . ?
C13 N2 1.324(4) . ?
C13 H13 0.93 . ?
C14 H14A 0.96 . ?
C14 H14B 0.96 . ?
C14 H14C 0.96 . ?
N1 O2 1.212(3) . ?
N1 O3 1.216(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
N2 C1 C10 122.1(2) . . ?
N2 C1 C2 117.1(2) . . ?
C10 C1 C2 120.8(2) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C14 122.5(3) . . ?
C1 C2 C14 118.7(3) . . ?
C2 C3 C4 123.3(3) . . ?
C2 C3 H3 118.3 . . ?
C4 C3 H3 118.3 . . ?
C3 C4 C9 112.0(2) . . ?
C3 C4 C5 109.8(3) . . ?
C9 C4 C5 111.2(3) . . ?
C3 C4 H4 107.9 . . ?
C9 C4 H4 107.9 . . ?
C5 C4 H4 107.9 . . ?
C6 C5 C4 112.8(3) . . ?
C6 C5 H5A 109 . . ?
C4 C5 H5A 109 . . ?
C6 C5 H5B 109 . . ?
C4 C5 H5B 109 . . ?
H5A C5 H5B 107.8 . . ?
O1 C6 C7 123.1(3) . . ?
O1 C6 C5 123.4(3) . . ?
C7 C6 C5 113.4(3) . . ?
C6 C7 C8 109.8(3) . . ?
C6 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
C6 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
O4 C8 C7 109.2(3) . . ?
O4 C8 C9 105.7(2) . . ?
C7 C8 C9 110.8(2) . . ?
O4 C8 H8 110.3 . . ?
C7 C8 H8 110.3 . . ?
C9 C8 H8 110.3 . . ?
C10 C9 C4 112.3(2) . . ?
C10 C9 C8 115.1(2) . . ?
C4 C9 C8 111.7(2) . . ?
C10 C9 N1 105.7(2) . . ?
C4 C9 N1 108.1(2) . . ?
C8 C9 N1 103.1(2) . . ?
C11 C10 C1 118.0(2) . . ?
C11 C10 C9 123.9(2) . . ?
C1 C10 C9 118.0(2) . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 118.0(3) . . ?
C13 C12 H12 121 . . ?
C11 C12 H12 121 . . ?
C15 O4 C8 115.5(3) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C13 C12 124.3(3) . . ?
N2 C13 H13 117.8 . . ?
C12 C13 H13 117.8 . . ?
C13 N2 C1 117.8(3) . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 N1 O3 123.6(3) . . ?
O2 N1 C9 119.9(3) . . ?
O3 N1 C9 116.5(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 C3 165.1(3) . . . . ?
C10 C1 C2 C3 -14.1(5) . . . . ?
N2 C1 C2 C14 -12.3(5) . . . . ?
C10 C1 C2 C14 168.4(3) . . . . ?
C1 C2 C3 C4 1.9(5) . . . . ?
C14 C2 C3 C4 179.3(3) . . . . ?
C2 C3 C4 C9 27.4(4) . . . . ?
C2 C3 C4 C5 -96.6(4) . . . . ?
C3 C4 C5 C6 173.4(3) . . . . ?
C9 C4 C5 C6 48.9(4) . . . . ?
C4 C5 C6 O1 125.5(3) . . . . ?
C4 C5 C6 C7 -52.4(4) . . . . ?
O1 C6 C7 C8 -121.2(3) . . . . ?
C5 C6 C7 C8 56.8(4) . . . . ?
C6 C7 C8 O4 57.7(3) . . . . ?
C6 C7 C8 C9 -58.4(3) . . . . ?
C3 C4 C9 C10 -43.5(3) . . . . ?
C5 C4 C9 C10 79.7(3) . . . . ?
C3 C4 C9 C8 -174.6(2) . . . . ?
C5 C4 C9 C8 -51.3(3) . . . . ?
C3 C4 C9 N1 72.6(3) . . . . ?
C5 C4 C9 N1 -164.1(2) . . . . ?
O4 C8 C9 C10 169.3(3) . . . . ?
C7 C8 C9 C10 -72.5(3) . . . . ?
O4 C8 C9 C4 -61.2(3) . . . . ?
C7 C8 C9 C4 57.0(3) . . . . ?
O4 C8 C9 N1 54.7(3) . . . . ?
C7 C8 C9 N1 172.9(2) . . . . ?
N2 C1 C10 C11 -0.1(5) . . . . ?
C2 C1 C10 C11 179.0(3) . . . . ?
N2 C1 C10 C9 175.5(3) . . . . ?
C2 C1 C10 C9 -5.3(5) . . . . ?
C4 C9 C10 C11 -150.5(3) . . . . ?
C8 C9 C10 C11 -21.2(4) . . . . ?
N1 C9 C10 C11 91.9(3) . . . . ?
C4 C9 C10 C1 34.2(4) . . . . ?
C8 C9 C10 C1 163.5(3) . . . . ?
N1 C9 C10 C1 -83.4(3) . . . . ?
C1 C10 C11 C12 -0.7(5) . . . . ?
C9 C10 C11 C12 -176.0(3) . . . . ?
C10 C11 C12 C13 1.3(5) . . . . ?
C7 C8 O4 C15 103.8(3) . . . . ?
C9 C8 O4 C15 -136.9(3) . . . . ?
C11 C12 C13 N2 -1.1(6) . . . . ?
C12 C13 N2 C1 0.3(6) . . . . ?
C10 C1 N2 C13 0.3(5) . . . . ?
C2 C1 N2 C13 -178.9(4) . . . . ?
C10 C9 N1 O2 121.7(3) . . . . ?
C4 C9 N1 O2 1.3(4) . . . . ?
C8 C9 N1 O2 -117.1(3) . . . . ?
C10 C9 N1 O3 -58.9(3) . . . . ?
C4 C9 N1 O3 -179.3(2) . . . . ?
C8 C9 N1 O3 62.3(3) . . . . ?

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_br924
_database_code_depnum_ccdc_archive 'CCDC 2151279'
loop_
_audit_author_name
_audit_author_address
'Morgane Sanselme'
;University of Rouen
France
;
_audit_update_record             
;
2022-08-08 deposited with the CCDC.	2022-09-26 downloaded from the CCDC.
;

_audit_creation_date             2020-12-02T15:07:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H14 F1 N1 O4'
_chemical_formula_sum            'C15 H14 F N O4'
_chemical_formula_weight         291.27
_chemical_compound_source        'synthesis as described'

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/a'
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   12.5797(18)
_cell_length_b                   8.1298(12)
_cell_length_c                   13.6651(19)
_cell_angle_alpha                90
_cell_angle_beta                 104.883(3)
_cell_angle_gamma                90
_cell_volume                     1350.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1542
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      23.24
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0
_exptl_crystal_size_mid          0
_exptl_crystal_size_min          0
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   none

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

_diffrn_measurement_device_type  'SMART APEX I Bruker'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_number            5814
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         23.24
_diffrn_reflns_theta_full        23.24
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             1923
_reflns_number_gt                1542
_reflns_threshold_expression     >2σ(I)

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

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0811P)²+0.0660P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.018(3)
_refine_ls_number_reflns         1923
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1334
_refine_ls_wR_factor_gt          0.1229
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.04

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.43975(16) 0.1887(2) 0.24310(14) 0.0437(5) Uani 1 1 d . . .
C2 C 0.36677(16) 0.0914(2) 0.29566(15) 0.0458(5) Uani 1 1 d . . .
C3 C 0.29360(19) -0.0267(3) 0.24640(18) 0.0612(7) Uani 1 1 d . . .
H3 H 0.2842 -0.0441 0.1774 0.073 Uiso 1 1 calc R . .
C4 C 0.2339(2) -0.1196(3) 0.2988(3) 0.0781(8) Uani 1 1 d . . .
H4 H 0.1843 -0.1983 0.2649 0.094 Uiso 1 1 calc R . .
C5 C 0.2480(2) -0.0954(3) 0.4005(3) 0.0771(8) Uani 1 1 d . . .
H5 H 0.208 -0.1585 0.4353 0.093 Uiso 1 1 calc R . .
C6 C 0.3206(2) 0.0213(3) 0.45180(19) 0.0623(7) Uani 1 1 d . . .
H6 H 0.3291 0.0374 0.5208 0.075 Uiso 1 1 calc R . .
C7 C 0.38118(17) 0.1147(2) 0.40030(15) 0.0467(5) Uani 1 1 d . . .
C8 C 0.46123(17) 0.2364(2) 0.45136(15) 0.0462(6) Uani 1 1 d . . .
C9 C 0.50813(17) 0.3446(3) 0.40622(15) 0.0498(6) Uani 1 1 d . . .
H9 H 0.5619 0.4145 0.4438 0.06 Uiso 1 1 calc R . .
C10 C 0.47463(16) 0.3556(2) 0.29280(14) 0.0445(5) Uani 1 1 d . . .
H10 H 0.5377 0.3954 0.2699 0.053 Uiso 1 1 calc R . .
C11 C 0.38068(18) 0.4829(2) 0.26127(15) 0.0525(6) Uani 1 1 d . . .
H11A H 0.3268 0.4611 0.2993 0.063 Uiso 1 1 calc R . .
H11B H 0.4107 0.5916 0.2803 0.063 Uiso 1 1 calc R . .
C12 C 0.32318(18) 0.4842(3) 0.15089(16) 0.0543(6) Uani 1 1 d . . .
C13 C 0.29384(18) 0.3192(3) 0.10443(16) 0.0575(6) Uani 1 1 d . . .
H13A H 0.2662 0.3305 0.0316 0.069 Uiso 1 1 calc R . .
H13B H 0.2363 0.2707 0.1306 0.069 Uiso 1 1 calc R . .
C14 C 0.39464(18) 0.2074(3) 0.12848(15) 0.0509(6) Uani 1 1 d . . .
H14 H 0.3753 0.0992 0.0973 0.061 Uiso 1 1 calc R . .
C15 C 0.4694(3) 0.2603(4) -0.01158(18) 0.0905(10) Uani 1 1 d . . .
H15A H 0.4479 0.1496 -0.0319 0.136 Uiso 1 1 calc R . .
H15B H 0.538 0.2848 -0.027 0.136 Uiso 1 1 calc R . .
H15C H 0.4139 0.3352 -0.0474 0.136 Uiso 1 1 calc R . .
F1 F 0.48418(12) 0.23129(16) 0.55469(9) 0.0698(5) Uani 1 1 d . . .
N1 N 0.54581(17) 0.0811(2) 0.25476(14) 0.0583(5) Uani 1 1 d . . .
O1 O 0.29846(16) 0.6104(2) 0.10323(13) 0.0848(6) Uani 1 1 d . . .
O2 O 0.48177(13) 0.27693(19) 0.09401(11) 0.0634(5) Uani 1 1 d . . .
O3 O 0.53208(16) -0.0575(2) 0.21989(13) 0.0868(6) Uani 1 1 d . . .
O4 O 0.63472(14) 0.1381(2) 0.29799(14) 0.0825(6) Uani 1 1 d . . .



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

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.524(3) . ?
C1 C14 1.530(3) . ?
C1 C10 1.531(3) . ?
C1 N1 1.569(3) . ?
C2 C3 1.380(3) . ?
C2 C7 1.407(3) . ?
C3 C4 1.387(4) . ?
C3 H3 0.93 . ?
C4 C5 1.369(4) . ?
C4 H4 0.93 . ?
C5 C6 1.378(4) . ?
C5 H5 0.93 . ?
C6 C7 1.388(3) . ?
C6 H6 0.93 . ?
C7 C8 1.456(3) . ?
C8 C9 1.300(3) . ?
C8 F1 1.367(2) . ?
C9 C10 1.501(3) . ?
C9 H9 0.93 . ?
C10 C11 1.546(3) . ?
C10 H10 0.98 . ?
C11 C12 1.496(3) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C12 O1 1.212(2) . ?
C12 C13 1.490(3) . ?
C13 C14 1.526(3) . ?
C13 H13A 0.97 . ?
C13 H13B 0.97 . ?
C14 O2 1.417(3) . ?
C14 H14 0.98 . ?
C15 O2 1.417(3) . ?
C15 H15A 0.96 . ?
C15 H15B 0.96 . ?
C15 H15C 0.96 . ?
N1 O4 1.215(2) . ?
N1 O3 1.218(2) . ?

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
C2 C1 C14 115.08(17) . . ?
C2 C1 C10 112.93(15) . . ?
C14 C1 C10 110.78(16) . . ?
C2 C1 N1 105.22(15) . . ?
C14 C1 N1 103.98(15) . . ?
C10 C1 N1 108.05(16) . . ?
C3 C2 C7 119.00(19) . . ?
C3 C2 C1 122.56(18) . . ?
C7 C2 C1 118.25(17) . . ?
C2 C3 C4 120.6(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120 . . ?
C3 C4 H4 120 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C7 119.8(2) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C2 119.8(2) . . ?
C6 C7 C8 122.1(2) . . ?
C2 C7 C8 118.10(18) . . ?
C9 C8 F1 120.61(19) . . ?
C9 C8 C7 125.11(19) . . ?
F1 C8 C7 114.27(18) . . ?
C8 C9 C10 119.28(19) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C9 C10 C1 112.20(16) . . ?
C9 C10 C11 108.62(16) . . ?
C1 C10 C11 110.99(16) . . ?
C9 C10 H10 108.3 . . ?
C1 C10 H10 108.3 . . ?
C11 C10 H10 108.3 . . ?
C12 C11 C10 115.01(17) . . ?
C12 C11 H11A 108.5 . . ?
C10 C11 H11A 108.5 . . ?
C12 C11 H11B 108.5 . . ?
C10 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
O1 C12 C13 122.1(2) . . ?
O1 C12 C11 122.6(2) . . ?
C13 C12 C11 115.20(18) . . ?
C12 C13 C14 110.10(18) . . ?
C12 C13 H13A 109.6 . . ?
C14 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
C14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
O2 C14 C13 111.19(17) . . ?
O2 C14 C1 105.35(16) . . ?
C13 C14 C1 110.42(17) . . ?
O2 C14 H14 109.9 . . ?
C13 C14 H14 109.9 . . ?
C1 C14 H14 109.9 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 N1 O3 124.3(2) . . ?
O4 N1 C1 119.31(18) . . ?
O3 N1 C1 116.39(19) . . ?
C15 O2 C14 114.10(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C1 C2 C3 26.4(3) . . . . ?
C10 C1 C2 C3 154.92(19) . . . . ?
N1 C1 C2 C3 -87.4(2) . . . . ?
C14 C1 C2 C7 -158.68(17) . . . . ?
C10 C1 C2 C7 -30.1(2) . . . . ?
N1 C1 C2 C7 87.5(2) . . . . ?
C7 C2 C3 C4 0.9(3) . . . . ?
C1 C2 C3 C4 175.8(2) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C5 C6 C7 C2 1.0(3) . . . . ?
C5 C6 C7 C8 -178.28(19) . . . . ?
C3 C2 C7 C6 -1.1(3) . . . . ?
C1 C2 C7 C6 -176.29(17) . . . . ?
C3 C2 C7 C8 178.16(18) . . . . ?
C1 C2 C7 C8 3.0(3) . . . . ?
C6 C7 C8 C9 -168.9(2) . . . . ?
C2 C7 C8 C9 11.8(3) . . . . ?
C6 C7 C8 F1 10.2(3) . . . . ?
C2 C7 C8 F1 -169.12(16) . . . . ?
F1 C8 C9 C10 -175.25(16) . . . . ?
C7 C8 C9 C10 3.8(3) . . . . ?
C8 C9 C10 C1 -31.6(3) . . . . ?
C8 C9 C10 C11 91.5(2) . . . . ?
C2 C1 C10 C9 43.2(2) . . . . ?
C14 C1 C10 C9 173.96(16) . . . . ?
N1 C1 C10 C9 -72.75(19) . . . . ?
C2 C1 C10 C11 -78.5(2) . . . . ?
C14 C1 C10 C11 52.2(2) . . . . ?
N1 C1 C10 C11 165.52(15) . . . . ?
C9 C10 C11 C12 -168.48(18) . . . . ?
C1 C10 C11 C12 -44.7(2) . . . . ?
C10 C11 C12 O1 -137.2(2) . . . . ?
C10 C11 C12 C13 45.4(3) . . . . ?
O1 C12 C13 C14 131.0(2) . . . . ?
C11 C12 C13 C14 -51.6(3) . . . . ?
C12 C13 C14 O2 -57.5(2) . . . . ?
C12 C13 C14 C1 59.0(2) . . . . ?
C2 C1 C14 O2 -170.92(15) . . . . ?
C10 C1 C14 O2 59.5(2) . . . . ?
N1 C1 C14 O2 -56.40(19) . . . . ?
C2 C1 C14 C13 68.9(2) . . . . ?
C10 C1 C14 C13 -60.7(2) . . . . ?
N1 C1 C14 C13 -176.54(17) . . . . ?
C2 C1 N1 O4 -120.8(2) . . . . ?
C14 C1 N1 O4 117.8(2) . . . . ?
C10 C1 N1 O4 0.1(2) . . . . ?
C2 C1 N1 O3 58.3(2) . . . . ?
C14 C1 N1 O3 -63.1(2) . . . . ?
C10 C1 N1 O3 179.19(17) . . . . ?
C13 C14 O2 C15 -78.0(2) . . . . ?
C1 C14 O2 C15 162.42(19) . . . . ?

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mp46a
_database_code_depnum_ccdc_archive 'CCDC 2151282'
loop_
_audit_author_name
_audit_author_address
'Morgane Sanselme'
;University of Rouen
France
;
_audit_update_record             
;
2022-08-08 deposited with the CCDC.	2022-09-26 downloaded from the CCDC.
;

_audit_creation_date             2021-06-10T16:01:15-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H13 F1 N2 O4'
_chemical_formula_sum            'C14 H13 F N2 O4'
_chemical_formula_weight         292.26
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration unk

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19

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

_cell_length_a                   10.0454(12)
_cell_length_b                   10.7142(12)
_cell_length_c                   12.3095(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1324.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1565
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      23.26
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0
_exptl_crystal_size_mid          0
_exptl_crystal_size_min          0
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   none

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

_diffrn_measurement_device_type  'SMART APEX I Bruker'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_number            5937
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.52
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_full        23.26
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             1901
_reflns_number_gt                1565
_reflns_threshold_expression     >2σ(I)

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

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0516P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1901
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.0968
_refine_ls_wR_factor_gt          0.0926
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.5(14)
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.045

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0743(3) 0.9368(3) 0.1979(3) 0.0539(8) Uani 1 1 d . . .
H1 H -0.1509 0.9029 0.2284 0.065 Uiso 1 1 calc R . .
C2 C -0.0460(3) 1.0590(3) 0.2190(2) 0.0509(8) Uani 1 1 d . . .
H2 H -0.1 1.1055 0.2653 0.061 Uiso 1 1 calc R . .
C3 C 0.0640(3) 1.1125(3) 0.1706(2) 0.0433(7) Uani 1 1 d . . .
H3 H 0.0835 1.1964 0.182 0.052 Uiso 1 1 calc R . .
C4 C 0.1451(2) 1.0403(2) 0.1048(2) 0.0353(6) Uani 1 1 d . . .
C5 C 0.2651(2) 1.0876(2) 0.0423(2) 0.0361(7) Uani 1 1 d . . .
C6 C 0.3739(2) 0.9886(3) 0.0330(2) 0.0438(7) Uani 1 1 d . . .
H6 H 0.4393 1.0163 -0.0209 0.053 Uiso 1 1 calc R . .
C7 C 0.3169(3) 0.8655(3) -0.0033(3) 0.0527(8) Uani 1 1 d . . .
H7 H 0.367 0.8118 -0.0463 0.063 Uiso 1 1 calc R . .
C8 C 0.1966(3) 0.8350(2) 0.0262(3) 0.0540(8) Uani 1 1 d . . .
C9 C 0.1091(3) 0.9146(3) 0.0917(2) 0.0425(7) Uani 1 1 d . . .
C10 C 0.3266(3) 1.2110(3) 0.0811(2) 0.0458(7) Uani 1 1 d . . .
H10 H 0.3982 1.2333 0.0306 0.055 Uiso 1 1 calc R . .
C11 C 0.3877(3) 1.1956(3) 0.1934(2) 0.0606(9) Uani 1 1 d . . .
H11A H 0.4304 1.273 0.2147 0.073 Uiso 1 1 calc R . .
H11B H 0.3179 1.1777 0.2456 0.073 Uiso 1 1 calc R . .
C12 C 0.4885(3) 1.0918(4) 0.1953(3) 0.0648(10) Uani 1 1 d . . .
C13 C 0.4450(3) 0.9720(3) 0.1432(3) 0.0579(9) Uani 1 1 d . . .
H13A H 0.3854 0.9288 0.1926 0.069 Uiso 1 1 calc R . .
H13B H 0.5225 0.9194 0.1327 0.069 Uiso 1 1 calc R . .
C14 C 0.2731(3) 1.4250(3) 0.0450(3) 0.0676(10) Uani 1 1 d . . .
H14A H 0.3372 1.4552 0.0966 0.101 Uiso 1 1 calc R . .
H14B H 0.1988 1.4812 0.0423 0.101 Uiso 1 1 calc R . .
H14C H 0.3136 1.42 -0.0255 0.101 Uiso 1 1 calc R . .
F1 F 0.14515(19) 0.72224(15) 0.00043(18) 0.0853(7) Uani 1 1 d . . .
N1 N 0.0008(2) 0.8632(2) 0.1365(2) 0.0502(7) Uani 1 1 d . . .
N2 N 0.2183(2) 1.1144(2) -0.0753(2) 0.0441(6) Uani 1 1 d . . .
O1 O 0.5966(3) 1.1033(3) 0.2367(2) 0.1061(11) Uani 1 1 d . . .
O2 O 0.3023(2) 1.1439(2) -0.14134(18) 0.0652(6) Uani 1 1 d . . .
O3 O 0.1010(2) 1.1044(3) -0.09737(19) 0.0758(8) Uani 1 1 d . . .
O4 O 0.22907(19) 1.30632(18) 0.07662(19) 0.0616(6) Uani 1 1 d . . .



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

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.328(4) . ?
C1 C2 1.366(4) . ?
C1 H1 0.93 . ?
C2 C3 1.380(4) . ?
C2 H2 0.93 . ?
C3 C4 1.385(3) . ?
C3 H3 0.93 . ?
C4 C9 1.405(4) . ?
C4 C5 1.518(3) . ?
C5 C6 1.527(3) . ?
C5 C10 1.536(4) . ?
C5 N2 1.549(4) . ?
C6 C7 1.505(4) . ?
C6 C13 1.544(4) . ?
C6 H6 0.98 . ?
C7 C8 1.303(4) . ?
C7 H7 0.93 . ?
C8 F1 1.352(3) . ?
C8 C9 1.466(4) . ?
C9 N1 1.338(3) . ?
C10 O4 1.416(3) . ?
C10 C11 1.521(4) . ?
C10 H10 0.98 . ?
C11 C12 1.504(5) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C12 O1 1.205(4) . ?
C12 C13 1.500(5) . ?
C13 H13A 0.97 . ?
C13 H13B 0.97 . ?
C14 O4 1.402(3) . ?
C14 H14A 0.96 . ?
C14 H14B 0.96 . ?
C14 H14C 0.96 . ?
N2 O2 1.214(3) . ?
N2 O3 1.214(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
N1 C1 C2 124.0(3) . . ?
N1 C1 H1 118 . . ?
C2 C1 H1 118 . . ?
C1 C2 C3 118.9(3) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C2 C3 C4 119.4(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C9 116.9(2) . . ?
C3 C4 C5 125.3(2) . . ?
C9 C4 C5 117.8(2) . . ?
C4 C5 C6 112.0(2) . . ?
C4 C5 C10 116.7(2) . . ?
C6 C5 C10 109.48(19) . . ?
C4 C5 N2 107.15(19) . . ?
C6 C5 N2 106.0(2) . . ?
C10 C5 N2 104.7(2) . . ?
C7 C6 C5 111.0(2) . . ?
C7 C6 C13 109.6(2) . . ?
C5 C6 C13 110.2(2) . . ?
C7 C6 H6 108.7 . . ?
C5 C6 H6 108.7 . . ?
C13 C6 H6 108.7 . . ?
C8 C7 C6 119.4(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 F1 120.9(3) . . ?
C7 C8 C9 124.3(3) . . ?
F1 C8 C9 114.8(2) . . ?
N1 C9 C4 123.8(3) . . ?
N1 C9 C8 118.4(2) . . ?
C4 C9 C8 117.8(2) . . ?
O4 C10 C11 113.1(2) . . ?
O4 C10 C5 109.27(19) . . ?
C11 C10 C5 110.6(2) . . ?
O4 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
C5 C10 H10 107.9 . . ?
C12 C11 C10 111.5(3) . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108 . . ?
O1 C12 C13 122.1(4) . . ?
O1 C12 C11 122.5(4) . . ?
C13 C12 C11 115.5(2) . . ?
C12 C13 C6 114.3(3) . . ?
C12 C13 H13A 108.7 . . ?
C6 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C6 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 N1 C9 116.9(2) . . ?
O2 N2 O3 123.3(2) . . ?
O2 N2 C5 117.6(2) . . ?
O3 N2 C5 119.2(2) . . ?
C14 O4 C10 116.5(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 2.9(5) . . . . ?
C1 C2 C3 C4 -2.1(4) . . . . ?
C2 C3 C4 C9 -0.1(4) . . . . ?
C2 C3 C4 C5 177.0(2) . . . . ?
C3 C4 C5 C6 147.2(3) . . . . ?
C9 C4 C5 C6 -35.8(3) . . . . ?
C3 C4 C5 C10 19.9(4) . . . . ?
C9 C4 C5 C10 -163.0(2) . . . . ?
C3 C4 C5 N2 -96.9(3) . . . . ?
C9 C4 C5 N2 80.1(3) . . . . ?
C4 C5 C6 C7 48.1(3) . . . . ?
C10 C5 C6 C7 179.1(2) . . . . ?
N2 C5 C6 C7 -68.5(3) . . . . ?
C4 C5 C6 C13 -73.6(3) . . . . ?
C10 C5 C6 C13 57.5(3) . . . . ?
N2 C5 C6 C13 169.9(2) . . . . ?
C5 C6 C7 C8 -32.6(4) . . . . ?
C13 C6 C7 C8 89.3(3) . . . . ?
C6 C7 C8 F1 -176.2(3) . . . . ?
C6 C7 C8 C9 1.5(5) . . . . ?
C3 C4 C9 N1 1.7(4) . . . . ?
C5 C4 C9 N1 -175.5(2) . . . . ?
C3 C4 C9 C8 -177.4(3) . . . . ?
C5 C4 C9 C8 5.3(4) . . . . ?
C7 C8 C9 N1 -165.6(3) . . . . ?
F1 C8 C9 N1 12.2(4) . . . . ?
C7 C8 C9 C4 13.6(5) . . . . ?
F1 C8 C9 C4 -168.6(2) . . . . ?
C4 C5 C10 O4 -58.7(3) . . . . ?
C6 C5 C10 O4 172.7(2) . . . . ?
N2 C5 C10 O4 59.5(3) . . . . ?
C4 C5 C10 C11 66.4(3) . . . . ?
C6 C5 C10 C11 -62.1(3) . . . . ?
N2 C5 C10 C11 -175.4(2) . . . . ?
O4 C10 C11 C12 178.8(2) . . . . ?
C5 C10 C11 C12 55.8(3) . . . . ?
C10 C11 C12 O1 133.4(3) . . . . ?
C10 C11 C12 C13 -47.3(4) . . . . ?
O1 C12 C13 C6 -136.2(3) . . . . ?
C11 C12 C13 C6 44.5(4) . . . . ?
C7 C6 C13 C12 -171.5(3) . . . . ?
C5 C6 C13 C12 -49.1(3) . . . . ?
C2 C1 N1 C9 -1.3(5) . . . . ?
C4 C9 N1 C1 -1.1(4) . . . . ?
C8 C9 N1 C1 178.1(3) . . . . ?
C4 C5 N2 O2 -174.3(2) . . . . ?
C6 C5 N2 O2 -54.5(3) . . . . ?
C10 C5 N2 O2 61.2(3) . . . . ?
C4 C5 N2 O3 5.3(3) . . . . ?
C6 C5 N2 O3 125.0(3) . . . . ?
C10 C5 N2 O3 -119.2(3) . . . . ?
C11 C10 O4 C14 93.3(3) . . . . ?
C5 C10 O4 C14 -143.0(3) . . . . ?

# END of CIF
