# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# 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_j15022
_database_code_depnum_ccdc_archive 'CCDC 1568774'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2015-03-19
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'O4 Re, C6 H16 N'
_chemical_formula_sum 'C6 H16 N O4 Re'
_chemical_formula_weight 352.40
_chemical_melting_point ?
_chemical_oxdiff_formula 'C6 H16 N1 O4 Re'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 14.9581(4)
_cell_length_b 7.55701(20)
_cell_length_c 9.3623(3)
_cell_angle_alpha 90
_cell_angle_beta 107.339(3)
_cell_angle_gamma 90
_cell_volume 1010.21(5)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 8250
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 29.9090
_cell_measurement_theta_min 3.4990
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 12.009
_exptl_absorpt_correction_T_max 0.994
_exptl_absorpt_correction_T_min 0.950
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 2.317
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description needle
_exptl_crystal_F_000 664
_exptl_crystal_preparation ?
_exptl_crystal_size_max 0.8106
_exptl_crystal_size_mid 0.1121
_exptl_crystal_size_min 0.0566
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0437
_diffrn_reflns_av_unetI/netI 0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 18942
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.480
_diffrn_reflns_theta_min 3.050
_diffrn_ambient_temperature 100
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -25.00 23.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- -19.2955 -99.0000 -60.0000 48
#__ type_ start__ end____ width___ exp.time_
2 omega -47.00 43.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 -57.0000 150.0000 90
#__ type_ start__ end____ width___ exp.time_
3 omega -51.00 95.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 0.0000 -150.0000 146
#__ type_ start__ end____ width___ exp.time_
4 omega 34.00 98.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 179.0000 0.0000 64
#__ type_ start__ end____ width___ exp.time_
5 omega -89.00 11.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- -19.2955 -77.0000 -30.0000 100
#__ type_ start__ end____ width___ exp.time_
6 omega -25.00 23.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- -19.2955 -99.0000 90.0000 48
#__ type_ start__ end____ width___ exp.time_
7 omega -25.00 23.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- -19.2955 -99.0000 -180.0000 48
#__ type_ start__ end____ width___ exp.time_
8 omega -4.00 94.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 37.0000 -90.0000 98
#__ type_ start__ end____ width___ exp.time_
9 omega -25.00 64.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 -99.0000 0.0000 89
#__ type_ start__ end____ width___ exp.time_
10 omega -51.00 48.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 -37.0000 30.0000 99
#__ type_ start__ end____ width___ exp.time_
11 omega -25.00 22.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 -99.0000 -180.0000 47
#__ type_ start__ end____ width___ exp.time_
12 omega 1.00 91.00 1.0000 22.5000
omega____ theta____ kappa____ phi______ frames
- 21.9518 57.0000 60.0000 90
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0478456000
_diffrn_orient_matrix_UB_12 -0.0037345000
_diffrn_orient_matrix_UB_13 -0.0026103000
_diffrn_orient_matrix_UB_21 0.0051087000
_diffrn_orient_matrix_UB_22 0.0805622000
_diffrn_orient_matrix_UB_23 0.0404976000
_diffrn_orient_matrix_UB_31 -0.0123445000
_diffrn_orient_matrix_UB_32 0.0479822000
_diffrn_orient_matrix_UB_33 -0.0682165000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2147
_reflns_number_total 2314
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 27.42
_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 > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2008)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.696
_refine_diff_density_min -1.015
_refine_diff_density_rms 0.121
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.089
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 111
_refine_ls_number_reflns 2314
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0189
_refine_ls_R_factor_gt 0.0161
_refine_ls_restrained_S_all 1.089
_refine_ls_shift/su_max 0.003
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0190P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0367
_refine_ls_wR_factor_ref 0.0375
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H,H) groups, All N(H,H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C007(H00A,H00B), C008(H00C,H00D), C009(H00E,H00F), C00A(H00G,H00H), C00B(H00I,
H00J)
2.b Idealised Me refined as rotating group:
C00C(H00K,H00L,H00M), N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_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
Re01 Re 0.90462(2) 0.27920(2) 0.70079(2) 0.01369(5) Uani 1 1 d . . . . .
O002 O 0.90853(15) 0.3391(3) 0.5255(2) 0.0263(5) Uani 1 1 d . . . . .
O004 O 1.01801(17) 0.2485(3) 0.8111(3) 0.0315(6) Uani 1 1 d . . . . .
O005 O 0.84164(15) 0.0860(3) 0.6877(2) 0.0264(5) Uani 1 1 d . . . . .
O006 O 0.85014(16) 0.4474(3) 0.7674(2) 0.0303(5) Uani 1 1 d . . . . .
C007 C 0.7744(2) 0.7816(4) 0.9347(3) 0.0184(6) Uani 1 1 d . . . . .
H00A H 0.7706 0.8847 0.9978 0.022 Uiso 1 1 calc R . . . .
H00B H 0.7743 0.6729 0.9937 0.022 Uiso 1 1 calc R . . . .
C008 C 0.6902(2) 0.7805(4) 0.7962(3) 0.0190(6) Uani 1 1 d . . . . .
H00C H 0.6933 0.6754 0.7347 0.023 Uiso 1 1 calc R . . . .
H00D H 0.6916 0.8872 0.7357 0.023 Uiso 1 1 calc R . . . .
C009 C 0.5112(2) 0.7763(4) 0.6993(4) 0.0239(7) Uani 1 1 d . . . . .
H00E H 0.5125 0.8824 0.6379 0.029 Uiso 1 1 calc R . . . .
H00F H 0.5131 0.6708 0.6377 0.029 Uiso 1 1 calc R . . . .
C00A C 0.5985(2) 0.7769(4) 0.8364(4) 0.0222(7) Uani 1 1 d . . . . .
H00G H 0.5961 0.8816 0.8987 0.027 Uiso 1 1 calc R . . . .
H00H H 0.5975 0.6700 0.8971 0.027 Uiso 1 1 calc R . . . .
C00B C 0.4195(2) 0.7750(5) 0.7403(4) 0.0286(8) Uani 1 1 d . . . . .
H00I H 0.4181 0.6689 0.8016 0.034 Uiso 1 1 calc R . . . .
H00J H 0.4175 0.8806 0.8020 0.034 Uiso 1 1 calc R . . . .
C00C C 0.3330(3) 0.7747(5) 0.6032(4) 0.0330(9) Uani 1 1 d . . . . .
H00K H 0.3338 0.6690 0.5429 0.049 Uiso 1 1 calc GR . . . .
H00L H 0.3333 0.8808 0.5432 0.049 Uiso 1 1 calc GR . . . .
H00M H 0.2765 0.7739 0.6356 0.049 Uiso 1 1 calc GR . . . .
N1 N 0.86331(17) 0.7908(3) 0.8930(3) 0.0160(5) Uani 1 1 d . . . . .
H1A H 0.8627 0.8891 0.8365 0.019 Uiso 1 1 calc GR . . . .
H1B H 0.8685 0.6927 0.8395 0.019 Uiso 1 1 calc GR . . . .
H1C H 0.9129 0.7961 0.9775 0.019 Uiso 1 1 calc GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re01 0.01250(7) 0.01389(7) 0.01445(7) 0.00025(4) 0.00363(5) 0.00051(4)
O002 0.0303(12) 0.0292(12) 0.0194(11) 0.0037(10) 0.0076(9) -0.0015(11)
O004 0.0178(12) 0.0521(17) 0.0233(12) 0.0062(10) 0.0042(10) -0.0009(10)
O005 0.0333(13) 0.0199(12) 0.0244(11) 0.0012(9) 0.0060(9) -0.0049(10)
O006 0.0412(14) 0.0158(12) 0.0407(13) -0.0016(10) 0.0224(11) 0.0048(10)
C007 0.0135(14) 0.0221(16) 0.0199(15) -0.0011(11) 0.0054(12) -0.0001(12)
C008 0.0130(14) 0.0237(17) 0.0196(15) 0.0004(11) 0.0037(12) -0.0002(12)
C009 0.0164(16) 0.0237(17) 0.0294(17) 0.0005(13) 0.0033(14) -0.0002(13)
C00A 0.0147(16) 0.0249(18) 0.0264(16) 0.0002(12) 0.0052(13) -0.0014(12)
C00B 0.0171(16) 0.029(2) 0.0383(19) -0.0015(14) 0.0059(15) 0.0002(13)
C00C 0.0156(16) 0.038(2) 0.042(2) -0.0033(16) 0.0035(16) 0.0004(14)
N1 0.0136(12) 0.0162(13) 0.0174(12) -0.0008(9) 0.0032(10) 0.0014(10)
_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
Re01 O002 1.720(2) . ?
Re01 O004 1.718(2) . ?
Re01 O005 1.722(2) . ?
Re01 O006 1.724(2) . ?
C007 H00A 0.9900 . ?
C007 H00B 0.9900 . ?
C007 C008 1.515(4) . ?
C007 N1 1.495(4) . ?
C008 H00C 0.9900 . ?
C008 H00D 0.9900 . ?
C008 C00A 1.527(4) . ?
C009 H00E 0.9900 . ?
C009 H00F 0.9900 . ?
C009 C00A 1.534(4) . ?
C009 C00B 1.531(5) . ?
C00A H00G 0.9900 . ?
C00A H00H 0.9900 . ?
C00B H00I 0.9900 . ?
C00B H00J 0.9900 . ?
C00B C00C 1.527(5) . ?
C00C H00K 0.9800 . ?
C00C H00L 0.9800 . ?
C00C H00M 0.9800 . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
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
O002 Re01 O005 109.18(10) . . ?
O002 Re01 O006 107.78(11) . . ?
O004 Re01 O002 107.50(11) . . ?
O004 Re01 O005 110.44(11) . . ?
O004 Re01 O006 111.75(11) . . ?
O005 Re01 O006 110.09(11) . . ?
H00A C007 H00B 108.1 . . ?
C008 C007 H00A 109.5 . . ?
C008 C007 H00B 109.5 . . ?
N1 C007 H00A 109.5 . . ?
N1 C007 H00B 109.5 . . ?
N1 C007 C008 110.8(3) . . ?
C007 C008 H00C 109.3 . . ?
C007 C008 H00D 109.3 . . ?
C007 C008 C00A 111.6(3) . . ?
H00C C008 H00D 108.0 . . ?
C00A C008 H00C 109.3 . . ?
C00A C008 H00D 109.3 . . ?
H00E C009 H00F 107.8 . . ?
C00A C009 H00E 109.0 . . ?
C00A C009 H00F 109.0 . . ?
C00B C009 H00E 109.0 . . ?
C00B C009 H00F 109.0 . . ?
C00B C009 C00A 113.1(3) . . ?
C008 C00A C009 113.4(3) . . ?
C008 C00A H00G 108.9 . . ?
C008 C00A H00H 108.9 . . ?
C009 C00A H00G 108.9 . . ?
C009 C00A H00H 108.9 . . ?
H00G C00A H00H 107.7 . . ?
C009 C00B H00I 109.0 . . ?
C009 C00B H00J 109.0 . . ?
H00I C00B H00J 107.8 . . ?
C00C C00B C009 112.8(3) . . ?
C00C C00B H00I 109.0 . . ?
C00C C00B H00J 109.0 . . ?
C00B C00C H00K 109.5 . . ?
C00B C00C H00L 109.5 . . ?
C00B C00C H00M 109.5 . . ?
H00K C00C H00L 109.5 . . ?
H00K C00C H00M 109.5 . . ?
H00L C00C H00M 109.5 . . ?
C007 N1 H1A 109.5 . . ?
C007 N1 H1B 109.5 . . ?
C007 N1 H1C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
_shelx_res_file
;
j15022.res created by SHELXL-2014/7
TITL j15022_a.res in P2(1)/c
REM Old TITL J15022 in P21/c #14
REM SHELXT solution in P2(1)/c
REM R1 0.028, Rweak 0.006, Alpha 0.032, Orientation as input
REM Formula found by SHELXT: C6 O5 Re
CELL 0.71073 14.958071 7.557014 9.362341 90 107.3388 90
ZERR 4 0.000378 0.000195 0.000258 0 0.0028 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O Re
UNIT 24 64 4 16 4
L.S. 64
PLAN 20
TEMP -173.15
BOND $H
LIST 6
fmap 2
acta
REM
REM
REM
WGHT 0.019000
FVAR 0.25881
RE01 5 0.904620 0.279204 0.700789 11.00000 0.01250 0.01389 =
0.01445 0.00025 0.00363 0.00051
O002 4 0.908527 0.339098 0.525510 11.00000 0.03031 0.02923 =
0.01935 0.00367 0.00757 -0.00152
O004 4 1.018012 0.248476 0.811080 11.00000 0.01778 0.05209 =
0.02333 0.00617 0.00423 -0.00088
O005 4 0.841643 0.085957 0.687670 11.00000 0.03333 0.01990 =
0.02435 0.00122 0.00598 -0.00490
O006 4 0.850138 0.447373 0.767422 11.00000 0.04116 0.01577 =
0.04073 -0.00164 0.02244 0.00477
C007 1 0.774433 0.781552 0.934693 11.00000 0.01354 0.02206 =
0.01988 -0.00110 0.00538 -0.00006
AFIX 23
H00A 2 0.770593 0.884672 0.997820 11.00000 -1.20000
H00B 2 0.774341 0.672861 0.993678 11.00000 -1.20000
AFIX 0
C008 1 0.690152 0.780452 0.796206 11.00000 0.01298 0.02374 =
0.01956 0.00042 0.00366 -0.00022
AFIX 23
H00C 2 0.693273 0.675361 0.734737 11.00000 -1.20000
H00D 2 0.691627 0.887234 0.735691 11.00000 -1.20000
AFIX 0
C009 1 0.511194 0.776314 0.699307 11.00000 0.01640 0.02369 =
0.02942 0.00047 0.00329 -0.00025
AFIX 23
H00E 2 0.512482 0.882395 0.637904 11.00000 -1.20000
H00F 2 0.513101 0.670751 0.637662 11.00000 -1.20000
AFIX 0
C00A 1 0.598451 0.776853 0.836412 11.00000 0.01474 0.02488 =
0.02645 0.00017 0.00520 -0.00143
AFIX 23
H00G 2 0.596051 0.881571 0.898701 11.00000 -1.20000
H00H 2 0.597485 0.670002 0.897115 11.00000 -1.20000
AFIX 0
C00B 1 0.419498 0.775027 0.740342 11.00000 0.01705 0.02877 =
0.03834 -0.00150 0.00591 0.00016
AFIX 23
H00I 2 0.418058 0.668859 0.801567 11.00000 -1.20000
H00J 2 0.417489 0.880565 0.801957 11.00000 -1.20000
AFIX 0
C00C 1 0.333038 0.774655 0.603223 11.00000 0.01562 0.03778 =
0.04225 -0.00328 0.00351 0.00043
AFIX 137
H00K 2 0.333839 0.669029 0.542890 11.00000 -1.50000
H00L 2 0.333311 0.880794 0.543212 11.00000 -1.50000
H00M 2 0.276465 0.773905 0.635553 11.00000 -1.50000
AFIX 0
N1 3 0.863307 0.790774 0.892985 11.00000 0.01361 0.01616 =
0.01743 -0.00075 0.00320 0.00140
AFIX 137
H1A 2 0.862657 0.889079 0.836549 11.00000 -1.20000
H1B 2 0.868457 0.692743 0.839540 11.00000 -1.20000
H1C 2 0.912915 0.796115 0.977473 11.00000 -1.20000
AFIX 0
HKLF 4
REM j15022_a.res in P2(1)/c
REM R1 = 0.0161 for 2147 Fo > 4sig(Fo) and 0.0189 for all 2314 data
REM 111 parameters refined using 0 restraints
END
WGHT 0.0192 0.0000
REM Highest difference peak 0.696, deepest hole -1.015, 1-sigma level 0.121
Q1 1 0.9979 0.2833 0.7264 11.00000 0.05 0.70
Q2 1 0.9525 0.2875 0.6039 11.00000 0.05 0.68
Q3 1 0.8662 0.3657 0.6989 11.00000 0.05 0.66
Q4 1 0.9685 0.2718 0.8134 11.00000 0.05 0.65
Q5 1 0.9432 0.3563 0.6934 11.00000 0.05 0.64
Q6 1 0.8552 0.2821 0.8057 11.00000 0.05 0.62
Q7 1 0.8595 0.1890 0.7045 11.00000 0.05 0.52
Q8 1 0.8124 0.2811 0.6852 11.00000 0.05 0.49
Q9 1 0.8459 0.2780 0.5760 11.00000 0.05 0.46
Q10 1 0.9451 0.1980 0.6928 11.00000 0.05 0.43
Q11 1 0.8119 0.0350 0.5603 11.00000 0.05 0.40
Q12 1 0.8977 0.4211 0.8026 11.00000 0.05 0.39
Q13 1 0.9074 0.4083 0.5938 11.00000 0.05 0.38
Q14 1 0.8197 1.0068 1.0453 11.00000 0.05 0.37
Q15 1 1.0841 0.3963 0.8291 11.00000 0.05 0.36
Q16 1 0.2430 0.6364 0.4359 11.00000 0.05 0.35
Q17 1 0.9337 0.9451 0.8675 11.00000 0.05 0.35
Q18 1 0.9011 0.9367 1.1256 11.00000 0.05 0.33
Q19 1 0.9975 0.0281 0.8624 11.00000 0.05 0.32
Q20 1 0.9808 0.4779 0.8582 11.00000 0.05 0.32
;
_shelx_res_checksum 9661
_shelx_SHELXL_version_number 2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
5 -10 0 0.0518 5.0000 -10.0000 -0.0000 -0.2019 -0.7801 -0.5415
-3 0 13 0.4095 -3.0000 0.0000 13.0000 0.1096 0.5111 -0.8498
20 0 0 0.0151 20.0000 0.0000 0.0000 -0.9569 0.1022 -0.2469
20 1 -1 0.0283 20.0000 1.0000 -1.0000 -0.9580 0.1422 -0.1307
-20 -1 1 0.0283 -20.0000 -1.0000 1.0000 0.9580 -0.1422 0.1307
-1 -11 0 0.0514 -1.0000 -11.0000 -0.0000 0.0889 -0.8913 -0.5155
1 11 0 0.0514 1.0000 11.0000 0.0000 -0.0889 0.8913 0.5155
0 0 13 0.3879 -0.0000 0.0000 13.0000 -0.0339 0.5265 -0.8868
0 0 -13 0.3879 0.0000 -0.0000 -13.0000 0.0339 -0.5265 0.8868
_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_j16001
_database_code_depnum_ccdc_archive 'CCDC 1568775'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2016-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'O4 Re, C7 H10 N'
_chemical_formula_sum 'C7 H10 N O4 Re'
_chemical_formula_weight 358.36
_chemical_melting_point ?
_chemical_oxdiff_formula 'C7 H10 N Re O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 9.67400(10)
_cell_length_b 12.41920(10)
_cell_length_c 8.51560(10)
_cell_angle_alpha 90
_cell_angle_beta 108.7360(10)
_cell_angle_gamma 90
_cell_volume 968.877(18)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 39091
_cell_measurement_temperature 170(2)
_cell_measurement_theta_max 29.9820
_cell_measurement_theta_min 3.9460
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 12.524
_exptl_absorpt_correction_T_max 0.998
_exptl_absorpt_correction_T_min 0.995
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 2.457
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 664
_exptl_crystal_size_max 0.2363
_exptl_crystal_size_mid 0.1611
_exptl_crystal_size_min 0.0820
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0287
_diffrn_reflns_av_unetI/netI 0.0081
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 65584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.484
_diffrn_reflns_theta_min 3.012
_diffrn_ambient_temperature 170(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -25.00 22.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 -99.0000 -180.0000 47
#__ type_ start__ end____ width___ exp.time_
2 omega -93.00 -34.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 -179.0000 120.0000 59
#__ type_ start__ end____ width___ exp.time_
3 omega -25.00 22.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 -99.0000 -120.0000 47
#__ type_ start__ end____ width___ exp.time_
4 omega -25.00 22.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 -99.0000 30.0000 47
#__ type_ start__ end____ width___ exp.time_
5 omega -2.00 91.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 38.0000 -180.0000 93
#__ type_ start__ end____ width___ exp.time_
6 omega -2.00 91.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 38.0000 90.0000 93
#__ type_ start__ end____ width___ exp.time_
7 omega 34.00 94.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 179.0000 30.0000 60
#__ type_ start__ end____ width___ exp.time_
8 omega -18.00 93.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 19.0000 90.0000 111
#__ type_ start__ end____ width___ exp.time_
9 omega -73.00 4.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 124.0000 -157.0000 77
#__ type_ start__ end____ width___ exp.time_
10 omega -25.00 61.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 -99.0000 30.0000 86
#__ type_ start__ end____ width___ exp.time_
11 omega -25.00 61.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 -99.0000 150.0000 86
#__ type_ start__ end____ width___ exp.time_
12 omega 2.00 89.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 57.0000 -120.0000 87
#__ type_ start__ end____ width___ exp.time_
13 omega 2.00 89.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 57.0000 -60.0000 87
#__ type_ start__ end____ width___ exp.time_
14 omega 34.00 94.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 179.0000 -180.0000 60
#__ type_ start__ end____ width___ exp.time_
15 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 -150.0000 143
#__ type_ start__ end____ width___ exp.time_
16 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 -180.0000 143
#__ type_ start__ end____ width___ exp.time_
17 omega -91.00 13.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 -23.0000 158.9322 104
#__ type_ start__ end____ width___ exp.time_
18 omega -4.00 74.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 -124.0000 122.0000 78
#__ type_ start__ end____ width___ exp.time_
19 omega -25.00 61.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 -99.0000 -120.0000 86
#__ type_ start__ end____ width___ exp.time_
20 omega 2.00 89.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 57.0000 -30.0000 87
#__ type_ start__ end____ width___ exp.time_
21 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 -90.0000 143
#__ type_ start__ end____ width___ exp.time_
22 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 -60.0000 143
#__ type_ start__ end____ width___ exp.time_
23 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 -30.0000 143
#__ type_ start__ end____ width___ exp.time_
24 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 0.0000 143
#__ type_ start__ end____ width___ exp.time_
25 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 30.0000 143
#__ type_ start__ end____ width___ exp.time_
26 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 -120.0000 143
#__ type_ start__ end____ width___ exp.time_
27 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 60.0000 143
#__ type_ start__ end____ width___ exp.time_
28 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 120.0000 143
#__ type_ start__ end____ width___ exp.time_
29 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 150.0000 143
#__ type_ start__ end____ width___ exp.time_
30 omega -90.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -18.5277 0.0000 90.0000 143
#__ type_ start__ end____ width___ exp.time_
31 omega -51.00 5.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 20.2465 0.0000 -180.0000 56
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0123776000
_diffrn_orient_matrix_UB_12 0.0542107000
_diffrn_orient_matrix_UB_13 -0.0270867000
_diffrn_orient_matrix_UB_21 -0.0538897000
_diffrn_orient_matrix_UB_22 -0.0173053000
_diffrn_orient_matrix_UB_23 -0.0738759000
_diffrn_orient_matrix_UB_31 -0.0542139000
_diffrn_orient_matrix_UB_32 0.0048351000
_diffrn_orient_matrix_UB_33 0.0392742000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2174
_reflns_number_total 2219
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 27.42
_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 > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.518
_refine_diff_density_min -1.068
_refine_diff_density_rms 0.095
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.251
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 120
_refine_ls_number_reflns 2219
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0157
_refine_ls_R_factor_gt 0.0150
_refine_ls_restrained_S_all 1.251
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0120P)^2^+1.2780P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0331
_refine_ls_wR_factor_ref 0.0333
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
N1(H1), C2(H2), C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens geom
_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
Re1 Re 0.29316(2) 0.56544(2) 0.02270(2) 0.02313(4) Uani 1 1 d . . . . .
O1 O 0.4268(2) 0.53081(18) 0.2069(3) 0.0356(5) Uani 1 1 d . . . . .
N1 N 0.7015(2) 0.58365(18) 0.4136(3) 0.0225(5) Uani 1 1 d . . . . .
H1 H 0.6173 0.5628 0.3435 0.027 Uiso 1 1 calc R . . . .
O4 O 0.2328(3) 0.4523(2) -0.0949(3) 0.0455(6) Uani 1 1 d . . . . .
O2 O 0.3608(3) 0.6551(2) -0.0873(3) 0.0489(6) Uani 1 1 d . . . . .
O3 O 0.1504(3) 0.6248(2) 0.0667(3) 0.0467(6) Uani 1 1 d . . . . .
C6 C 0.7208(4) 0.3980(3) 0.5099(4) 0.0340(7) Uani 1 1 d . . . . .
H6A H 0.6175 0.4006 0.5020 0.051 Uiso 1 1 calc GR . . . .
H6B H 0.7754 0.3569 0.6086 0.051 Uiso 1 1 calc GR . . . .
H6C H 0.7306 0.3630 0.4108 0.051 Uiso 1 1 calc GR . . . .
C2 C 0.9108(3) 0.5430(3) 0.6352(4) 0.0328(7) Uani 1 1 d . . . . .
H2 H 0.9684 0.4942 0.7158 0.039 Uiso 1 1 calc R . . . .
C1 C 0.7801(3) 0.5098(2) 0.5226(3) 0.0252(6) Uani 1 1 d . . . . .
C3 C 0.9569(3) 0.6476(3) 0.6294(4) 0.0355(7) Uani 1 1 d . . . . .
H3 H 1.0472 0.6704 0.7059 0.043 Uiso 1 1 calc R . . . .
C5 C 0.7418(3) 0.6865(2) 0.4039(3) 0.0245(5) Uani 1 1 d . . . . .
C4 C 0.8733(3) 0.7200(3) 0.5136(4) 0.0308(6) Uani 1 1 d . . . . .
H4 H 0.9062 0.7918 0.5098 0.037 Uiso 1 1 calc R . . . .
C7 C 0.6389(3) 0.7561(3) 0.2772(4) 0.0317(6) Uani 1 1 d . . . . .
H7A H 0.6065 0.7183 0.1705 0.047 Uiso 1 1 calc GR . . . .
H7B H 0.6882 0.8231 0.2654 0.047 Uiso 1 1 calc GR . . . .
H7C H 0.5541 0.7728 0.3121 0.047 Uiso 1 1 calc GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.01883(6) 0.02688(7) 0.02128(6) -0.00121(4) 0.00309(4) 0.00348(4)
O1 0.0264(11) 0.0353(12) 0.0342(11) -0.0026(9) -0.0057(9) 0.0028(9)
N1 0.0193(11) 0.0259(12) 0.0200(11) -0.0004(9) 0.0034(9) -0.0012(9)
O4 0.0483(15) 0.0431(14) 0.0371(13) -0.0117(11) 0.0024(11) -0.0056(11)
O2 0.0565(16) 0.0480(15) 0.0478(15) 0.0062(12) 0.0247(13) -0.0045(12)
O3 0.0355(13) 0.0651(17) 0.0398(13) 0.0051(12) 0.0125(11) 0.0215(12)
C6 0.0429(18) 0.0302(15) 0.0267(15) 0.0002(12) 0.0081(13) -0.0018(13)
C2 0.0269(15) 0.0391(17) 0.0260(14) 0.0018(12) -0.0005(12) 0.0063(13)
C1 0.0248(14) 0.0303(15) 0.0187(12) 0.0001(11) 0.0046(11) 0.0023(11)
C3 0.0197(14) 0.0461(19) 0.0346(16) -0.0047(14) 0.0000(12) -0.0028(13)
C5 0.0224(13) 0.0284(14) 0.0237(13) -0.0006(11) 0.0089(10) 0.0006(11)
C4 0.0260(14) 0.0317(16) 0.0344(15) -0.0028(12) 0.0093(12) -0.0065(12)
C7 0.0314(15) 0.0309(15) 0.0305(15) 0.0042(12) 0.0068(12) 0.0054(12)
_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
Re1 O1 1.736(2) . ?
Re1 O4 1.716(2) . ?
Re1 O2 1.714(2) . ?
Re1 O3 1.710(2) . ?
N1 H1 0.8800 . ?
N1 C1 1.352(4) . ?
N1 C5 1.345(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 C1 1.493(4) . ?
C2 H2 0.9500 . ?
C2 C1 1.382(4) . ?
C2 C3 1.380(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(4) . ?
C5 C4 1.379(4) . ?
C5 C7 1.488(4) . ?
C4 H4 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
O4 Re1 O1 109.85(11) . . ?
O2 Re1 O1 110.51(12) . . ?
O2 Re1 O4 109.33(13) . . ?
O3 Re1 O1 109.15(11) . . ?
O3 Re1 O4 109.50(14) . . ?
O3 Re1 O2 108.47(14) . . ?
C1 N1 H1 117.4 . . ?
C5 N1 H1 117.4 . . ?
C5 N1 C1 125.2(2) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C3 C2 C1 119.4(3) . . ?
N1 C1 C6 117.6(2) . . ?
N1 C1 C2 117.5(3) . . ?
C2 C1 C6 124.9(3) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
N1 C5 C4 117.9(3) . . ?
N1 C5 C7 117.2(2) . . ?
C4 C5 C7 124.9(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
_shelx_res_file
;
j16001.res created by SHELXL-2014/7
TITL j16001_a.res in P2(1)/c
REM Old TITL J16001 in P21/c #14
REM SHELXT solution in P2(1)/c
REM R1 0.069, Rweak 0.004, Alpha 0.035, Orientation as input
REM Formula found by SHELXT: C11 N Re
CELL 0.71073 9.674 12.4192 8.5156 90 108.736 90
ZERR 4 0.0001 0.0001 0.0001 0 0.001 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O Re
UNIT 28 40 4 16 4
L.S. 100
PLAN 15
TEMP -103(2)
BOND $H
list 4
fmap 2 53
ACTA
REM
REM
REM
WGHT 0.012000 1.278000
FVAR 0.28635
RE1 5 0.293157 0.565437 0.022697 11.00000 0.01883 0.02688 =
0.02128 -0.00121 0.00309 0.00348
O1 4 0.426820 0.530809 0.206941 11.00000 0.02637 0.03528 =
0.03417 -0.00260 -0.00573 0.00279
N1 3 0.701504 0.583646 0.413632 11.00000 0.01933 0.02594 =
0.02003 -0.00043 0.00340 -0.00118
AFIX 43
H1 2 0.617324 0.562816 0.343487 11.00000 -1.20000
AFIX 0
O4 4 0.232825 0.452270 -0.094940 11.00000 0.04827 0.04310 =
0.03706 -0.01174 0.00239 -0.00559
O2 4 0.360784 0.655104 -0.087284 11.00000 0.05647 0.04799 =
0.04784 0.00617 0.02466 -0.00450
O3 4 0.150352 0.624780 0.066738 11.00000 0.03550 0.06506 =
0.03983 0.00513 0.01252 0.02148
C6 1 0.720804 0.397962 0.509908 11.00000 0.04287 0.03018 =
0.02666 0.00023 0.00809 -0.00184
AFIX 137
H6A 2 0.617531 0.400569 0.501981 11.00000 -1.50000
H6B 2 0.775434 0.356877 0.608580 11.00000 -1.50000
H6C 2 0.730559 0.363038 0.410804 11.00000 -1.50000
AFIX 0
C2 1 0.910794 0.542981 0.635208 11.00000 0.02692 0.03906 =
0.02597 0.00184 -0.00050 0.00626
AFIX 43
H2 2 0.968380 0.494218 0.715803 11.00000 -1.20000
AFIX 0
C1 1 0.780059 0.509813 0.522645 11.00000 0.02475 0.03033 =
0.01875 0.00013 0.00457 0.00235
C3 1 0.956905 0.647614 0.629429 11.00000 0.01970 0.04607 =
0.03459 -0.00472 0.00001 -0.00284
AFIX 43
H3 2 1.047244 0.670385 0.705948 11.00000 -1.20000
AFIX 0
C5 1 0.741798 0.686454 0.403856 11.00000 0.02237 0.02843 =
0.02374 -0.00064 0.00891 0.00059
C4 1 0.873326 0.720026 0.513577 11.00000 0.02601 0.03170 =
0.03443 -0.00284 0.00932 -0.00646
AFIX 43
H4 2 0.906219 0.791764 0.509846 11.00000 -1.20000
AFIX 0
C7 1 0.638859 0.756134 0.277185 11.00000 0.03140 0.03086 =
0.03047 0.00418 0.00681 0.00540
AFIX 137
H7A 2 0.606493 0.718329 0.170549 11.00000 -1.50000
H7B 2 0.688171 0.823126 0.265446 11.00000 -1.50000
H7C 2 0.554117 0.772839 0.312131 11.00000 -1.50000
AFIX 0
HKLF 4
REM j16001_a.res in P2(1)/c
REM R1 = 0.0150 for 2174 Fo > 4sig(Fo) and 0.0157 for all 2219 data
REM 120 parameters refined using 0 restraints
END
WGHT 0.0123 1.3093
REM Highest difference peak 0.518, deepest hole -1.068, 1-sigma level 0.095
Q1 1 0.4546 0.5630 0.1239 11.00000 0.05 0.52
Q2 1 0.7008 0.3339 0.4697 11.00000 0.05 0.42
Q3 1 0.2422 0.5776 0.0771 11.00000 0.05 0.34
Q4 1 0.6314 0.3986 0.4056 11.00000 0.05 0.31
Q5 1 0.6988 0.7218 0.3388 11.00000 0.05 0.31
Q6 1 0.7231 0.6381 0.4028 11.00000 0.05 0.28
Q7 1 0.3044 0.4770 -0.0646 11.00000 0.05 0.28
Q8 1 0.5598 0.7405 0.2759 11.00000 0.05 0.27
Q9 1 0.2843 0.3591 0.0257 11.00000 0.05 0.26
Q10 1 0.6577 0.3799 0.5979 11.00000 0.05 0.25
Q11 1 0.6225 0.5627 0.2131 11.00000 0.05 0.25
Q12 1 0.8166 0.6997 0.4505 11.00000 0.05 0.24
Q13 1 0.6589 0.7951 0.2930 11.00000 0.05 0.23
Q14 1 0.2989 0.3623 -0.1177 11.00000 0.05 0.23
Q15 1 0.9052 0.8835 0.4724 11.00000 0.05 0.22
;
_shelx_res_checksum 81945
_shelx_SHELXL_version_number 2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-12 0 -2 0.0732 -12.0000 0.0000 -2.0000 0.2027 0.7944 0.5720
12 0 2 0.0732 12.0000 -0.0000 2.0000 -0.2027 -0.7944 -0.5720
5 -2 -12 0.1056 5.0000 -2.0000 -12.0000 0.1547 0.6517 -0.7520
-5 2 12 0.1056 -5.0000 2.0000 12.0000 -0.1547 -0.6517 0.7520
-2 -17 0 0.0410 -2.0000 -17.0000 -0.0000 -0.8968 0.4020 0.0262
2 17 0 0.0410 2.0000 17.0000 0.0000 0.8968 -0.4020 -0.0262
_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_j16016
_database_code_depnum_ccdc_archive 'CCDC 1568779'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2016-09-28
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'O4 Re, C8 H12 N'
_chemical_formula_sum 'C8 H12 N O4 Re'
_chemical_formula_weight 372.39
_chemical_melting_point ?
_chemical_oxdiff_formula 'C8 H12 N1 Re1 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 12.2151(2)
_cell_length_b 10.46070(10)
_cell_length_c 8.89020(10)
_cell_angle_alpha 90
_cell_angle_beta 105.704(2)
_cell_angle_gamma 90
_cell_volume 1093.57(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 12059
_cell_measurement_temperature 170(2)
_cell_measurement_theta_max 29.9760
_cell_measurement_theta_min 3.8230
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 11.101
_exptl_absorpt_correction_T_max 1.000
_exptl_absorpt_correction_T_min 0.994
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 2.262
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 696
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 -3 -12 0.0726
-5 3 12 0.0726
1 15 -1 0.1144
-1 -15 1 0.1144
-16 0 -2 0.0033
16 0 2 0.0033
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.147
_exptl_crystal_size_min 0.007
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
5.0000 -3.0000 -12.0000 0.0185 0.9170 -0.3435
-5.0000 3.0000 12.0000 -0.0185 -0.9170 0.3435
1.0000 15.0000 -1.0000 -0.0246 -0.4788 -0.9015
-1.0000 -15.0000 1.0000 0.0246 0.4788 0.9015
-16.0000 -0.0000 -2.0000 1.0171 0.0927 -0.0485
16.0000 0.0000 2.0000 -1.0171 -0.0927 0.0485
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0410
_diffrn_reflns_av_unetI/netI 0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 26146
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full 26.000
_diffrn_reflns_theta_max 30.246
_diffrn_reflns_theta_min 3.075
_diffrn_ambient_temperature 170(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -89.00 4.00 1.00 10.00 -- -18.68 -38.00-150.00 93
2 \w -93.00 -34.00 1.00 10.00 -- -18.68-179.00 0.00 59
3 \w -87.00 0.00 1.00 10.00 -- -18.68 -57.00 150.00 87
4 \w -25.00 22.00 1.00 10.00 -- -18.68 -99.00 120.00 47
5 \w -49.00 49.00 1.00 10.00 -- 20.25 -77.00 30.00 98
6 \w 2.00 89.00 1.00 10.00 -- 20.25 57.00 -30.00 87
7 \w 2.00 89.00 1.00 10.00 -- 20.25 57.00 90.00 87
8 \w -25.00 61.00 1.00 10.00 -- 20.25 -99.00-180.00 86
9 \w -48.00 39.00 1.00 10.00 -- 20.25 -57.00 -60.00 87
10 \w 2.00 89.00 1.00 10.00 -- 20.25 57.00 30.00 87
11 \w 34.00 94.00 1.00 10.00 -- 20.25 179.00 -30.00 60
12 \w -83.00 -7.00 1.00 10.00 -- -18.68 140.00 27.00 76
13 \w -77.00 -1.00 1.00 10.00 -- -18.68 130.00-146.00 76
14 \w -2.00 38.00 1.00 10.00 -- 20.25 38.00 120.00 40
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 -0.0602200000
_diffrn_orient_matrix_UB_12 0.0005905000
_diffrn_orient_matrix_UB_13 -0.0267839000
_diffrn_orient_matrix_UB_21 0.0024889000
_diffrn_orient_matrix_UB_22 -0.0365045000
_diffrn_orient_matrix_UB_23 -0.0662517000
_diffrn_orient_matrix_UB_31 -0.0022158000
_diffrn_orient_matrix_UB_32 -0.0571517000
_diffrn_orient_matrix_UB_33 0.0419878000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2665
_reflns_number_total 3038
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 27.42
_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 > 2\s(I)'
_computing_cell_refinement 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.730
_refine_diff_density_min -0.918
_refine_diff_density_rms 0.125
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.075
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 129
_refine_ls_number_reflns 3038
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0268
_refine_ls_R_factor_gt 0.0205
_refine_ls_restrained_S_all 1.075
_refine_ls_shift/su_max 0.004
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0150P)^2^+0.8470P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0392
_refine_ls_wR_factor_ref 0.0413
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
N1(H1)
2.b Aromatic/amide H refined with riding coordinates:
C2(H2), C6(H6), C4(H4), C3(H3), C5(H5)
2.c Idealised Me refined as rotating group:
C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens geom
_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
Re1 Re 0.83490(2) 0.54950(2) 1.04223(2) 0.02363(4) Uani 1 1 d . . . . .
O4 O 0.7237(2) 0.6414(2) 1.0650(3) 0.0428(6) Uani 1 1 d . . . . .
O1 O 0.7868(2) 0.4485(2) 0.8839(3) 0.0400(6) Uani 1 1 d . . . . .
N1 N 0.7997(2) 0.4398(2) 0.5834(3) 0.0247(5) Uani 1 1 d . . . . .
H1 H 0.7969 0.4318 0.6944 0.030 Uiso 1 1 calc R . . . .
O2 O 0.9392(2) 0.6479(3) 1.0141(4) 0.0561(7) Uani 1 1 d . . . . .
O3 O 0.8864(2) 0.4610(2) 1.2088(3) 0.0431(6) Uani 1 1 d . . . . .
C1 C 0.6837(3) 0.4122(3) 0.4856(3) 0.0251(6) Uani 1 1 d . . . . .
C8 C 0.8841(3) 0.3418(3) 0.5610(4) 0.0315(7) Uani 1 1 d . . . . .
H8A H 0.8586 0.2563 0.5817 0.047 Uiso 1 1 calc GR . . . .
H8B H 0.9587 0.3594 0.6333 0.047 Uiso 1 1 calc GR . . . .
H8C H 0.8899 0.3457 0.4532 0.047 Uiso 1 1 calc GR . . . .
C7 C 0.8417(3) 0.5721(3) 0.5664(4) 0.0368(8) Uani 1 1 d . . . . .
H7A H 0.8521 0.5823 0.4616 0.055 Uiso 1 1 calc GR . . . .
H7B H 0.9144 0.5859 0.6447 0.055 Uiso 1 1 calc GR . . . .
H7C H 0.7859 0.6346 0.5817 0.055 Uiso 1 1 calc GR . . . .
C2 C 0.6390(3) 0.4761(3) 0.3467(4) 0.0363(8) Uani 1 1 d . . . . .
H2 H 0.6821 0.5391 0.3108 0.044 Uiso 1 1 calc R . . . .
C6 C 0.6227(3) 0.3211(3) 0.5388(4) 0.0369(8) Uani 1 1 d . . . . .
H6 H 0.6550 0.2781 0.6346 0.044 Uiso 1 1 calc R . . . .
C4 C 0.4675(3) 0.3548(4) 0.3127(4) 0.0466(9) Uani 1 1 d . . . . .
H4 H 0.3925 0.3347 0.2527 0.056 Uiso 1 1 calc R . . . .
C3 C 0.5291(3) 0.4456(4) 0.2608(5) 0.0481(10) Uani 1 1 d . . . . .
H3 H 0.4964 0.4884 0.1649 0.058 Uiso 1 1 calc R . . . .
C5 C 0.5138(3) 0.2928(4) 0.4511(4) 0.0461(9) Uani 1 1 d . . . . .
H5 H 0.4706 0.2299 0.4869 0.055 Uiso 1 1 calc R . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.02373(7) 0.02406(7) 0.02299(7) 0.00018(5) 0.00614(5) 0.00123(5)
O4 0.0387(13) 0.0397(13) 0.0523(15) 0.0040(12) 0.0163(11) 0.0121(11)
O1 0.0488(15) 0.0436(14) 0.0246(12) -0.0037(10) 0.0050(11) -0.0014(11)
N1 0.0292(13) 0.0217(12) 0.0238(12) -0.0004(10) 0.0082(10) -0.0029(10)
O2 0.0465(15) 0.0426(14) 0.088(2) -0.0062(15) 0.0332(15) -0.0114(13)
O3 0.0543(16) 0.0456(14) 0.0244(12) 0.0016(10) 0.0022(11) 0.0142(12)
C1 0.0284(15) 0.0268(14) 0.0217(14) -0.0043(11) 0.0093(12) 0.0008(12)
C8 0.0279(16) 0.0277(15) 0.0367(17) -0.0014(14) 0.0049(13) 0.0022(13)
C7 0.040(2) 0.0218(15) 0.050(2) -0.0019(14) 0.0147(17) -0.0086(13)
C2 0.0403(19) 0.0361(18) 0.0314(18) 0.0058(14) 0.0078(15) 0.0010(14)
C6 0.0364(18) 0.0427(19) 0.0304(17) 0.0049(14) 0.0069(14) -0.0102(15)
C4 0.0273(17) 0.067(2) 0.042(2) -0.014(2) 0.0024(15) 0.0008(18)
C3 0.043(2) 0.061(3) 0.033(2) 0.0028(18) -0.0028(16) 0.0118(18)
C5 0.036(2) 0.062(2) 0.041(2) -0.0017(18) 0.0125(16) -0.0143(18)
_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
Re1 O4 1.720(2) . ?
Re1 O1 1.731(2) . ?
Re1 O2 1.708(3) . ?
Re1 O3 1.715(2) . ?
N1 H1 1.0000 . ?
N1 C1 1.477(4) . ?
N1 C8 1.505(4) . ?
N1 C7 1.497(4) . ?
C1 C2 1.380(4) . ?
C1 C6 1.370(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.390(5) . ?
C6 H6 0.9500 . ?
C6 C5 1.381(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.367(5) . ?
C4 C5 1.370(5) . ?
C3 H3 0.9500 . ?
C5 H5 0.9500 . ?
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 Re1 O1 109.38(12) . . ?
O2 Re1 O4 108.89(13) . . ?
O2 Re1 O1 110.60(13) . . ?
O2 Re1 O3 109.75(14) . . ?
O3 Re1 O4 108.46(12) . . ?
O3 Re1 O1 109.71(12) . . ?
C1 N1 H1 106.3 . . ?
C1 N1 C8 111.8(2) . . ?
C1 N1 C7 114.9(2) . . ?
C8 N1 H1 106.3 . . ?
C7 N1 H1 106.3 . . ?
C7 N1 C8 110.6(2) . . ?
C2 C1 N1 121.1(3) . . ?
C6 C1 N1 117.2(3) . . ?
C6 C1 C2 121.7(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2 121.0 . . ?
C1 C2 C3 118.0(3) . . ?
C3 C2 H2 121.0 . . ?
C1 C6 H6 120.5 . . ?
C1 C6 C5 119.0(3) . . ?
C5 C6 H6 120.5 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
_shelx_SHELXL_version_number 2014/7
_iucr_refine_instructions_details
;
j16016.res created by SHELXL-2014/7
TITL j16016_a.res in P2(1)/c
REM Old TITL j16016_a.res in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.039, Rweak 0.001, Alpha 0.077, Orientation as input
REM Formula found by SHELXT: C12 N Re
CELL 0.71073 12.2151 10.4607 8.8902 90 105.704 90
ZERR 4 0.0002 0.0001 0.0001 0 0.002 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O Re
UNIT 32 48 4 16 4
L.S. 10
PLAN 4
TEMP -103(2)
BOND $H
list 4
fmap 2
acta 52
REM
REM
REM
WGHT 0.015000 0.847000
FVAR 0.30356
RE1 5 0.834898 0.549497 1.042228 11.00000 0.02373 0.02406 =
0.02299 0.00018 0.00614 0.00123
O4 4 0.723703 0.641446 1.065008 11.00000 0.03870 0.03966 =
0.05227 0.00396 0.01627 0.01210
O1 4 0.786773 0.448472 0.883893 11.00000 0.04884 0.04365 =
0.02463 -0.00375 0.00498 -0.00144
N1 3 0.799703 0.439804 0.583365 11.00000 0.02917 0.02167 =
0.02378 -0.00039 0.00818 -0.00295
AFIX 13
H1 2 0.796910 0.431804 0.694354 11.00000 -1.20000
AFIX 0
O2 4 0.939162 0.647946 1.014142 11.00000 0.04652 0.04261 =
0.08785 -0.00623 0.03324 -0.01142
O3 4 0.886373 0.461041 1.208817 11.00000 0.05428 0.04559 =
0.02442 0.00156 0.00223 0.01417
C1 1 0.683679 0.412200 0.485556 11.00000 0.02835 0.02683 =
0.02171 -0.00430 0.00928 0.00083
C8 1 0.884073 0.341754 0.560965 11.00000 0.02787 0.02771 =
0.03673 -0.00141 0.00486 0.00220
AFIX 137
H8A 2 0.858648 0.256314 0.581735 11.00000 -1.50000
H8B 2 0.958654 0.359352 0.633325 11.00000 -1.50000
H8C 2 0.889858 0.345747 0.453249 11.00000 -1.50000
AFIX 0
C7 1 0.841665 0.572079 0.566358 11.00000 0.03995 0.02178 =
0.05022 -0.00193 0.01466 -0.00860
AFIX 137
H7A 2 0.852139 0.582318 0.461559 11.00000 -1.50000
H7B 2 0.914395 0.585857 0.644729 11.00000 -1.50000
H7C 2 0.785925 0.634634 0.581655 11.00000 -1.50000
AFIX 0
C2 1 0.639048 0.476131 0.346683 11.00000 0.04035 0.03611 =
0.03135 0.00576 0.00783 0.00102
AFIX 43
H2 2 0.682117 0.539069 0.310845 11.00000 -1.20000
AFIX 0
C6 1 0.622742 0.321121 0.538763 11.00000 0.03635 0.04268 =
0.03040 0.00486 0.00686 -0.01020
AFIX 43
H6 2 0.655005 0.278084 0.634627 11.00000 -1.20000
AFIX 0
C4 1 0.467470 0.354797 0.312685 11.00000 0.02728 0.06685 =
0.04168 -0.01406 0.00239 0.00076
AFIX 43
H4 2 0.392508 0.334703 0.252738 11.00000 -1.20000
AFIX 0
C3 1 0.529111 0.445600 0.260831 11.00000 0.04282 0.06091 =
0.03283 0.00284 -0.00282 0.01176
AFIX 43
H3 2 0.496403 0.488373 0.164917 11.00000 -1.20000
AFIX 0
C5 1 0.513759 0.292759 0.451077 11.00000 0.03632 0.06242 =
0.04069 -0.00172 0.01247 -0.01432
AFIX 43
H5 2 0.470614 0.229881 0.486880 11.00000 -1.20000
AFIX 0
HKLF 4
REM j16016_a.res in P2(1)/c
REM R1 = 0.0205 for 2665 Fo > 4sig(Fo) and 0.0268 for all 3038 data
REM 129 parameters refined using 0 restraints
END
WGHT 0.0148 0.8467
REM Highest difference peak 0.730, deepest hole -0.918, 1-sigma level 0.125
Q1 1 0.8722 0.6394 1.0079 11.00000 0.05 0.73
Q2 1 0.7636 0.5061 0.9382 11.00000 0.05 0.64
Q3 1 0.8419 0.5040 0.9200 11.00000 0.05 0.64
Q4 1 0.8151 0.4704 1.0866 11.00000 0.05 0.60
REM The information below was added by Olex2.
REM
REM R1 = 0.0205 for 2665 Fo > 4sig(Fo) and 0.0268 for all 26951 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.73, deepest hole -0.92
REM Mean Shift 0, Max Shift -0.004.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0268
REM R1_gt = 0.0205
REM wR_ref = 0.0413
REM GOOF = 1.075
REM Shift_max = -0.004
REM Shift_mean = 0
REM Reflections_all = 26951
REM Reflections_gt = 2665
REM Parameters = n/a
REM Hole = -0.92
REM Peak = 0.73
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.818
_oxdiff_exptl_absorpt_empirical_full_min 0.594
#######################################################################
#
# 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_j16015
_database_code_depnum_ccdc_archive 'CCDC 1568778'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2016-10-11
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety '2(O4 Re), 2(C5 H5 Br N)'
_chemical_formula_sum 'C10 H10 Br2 N2 O8 Re2'
_chemical_formula_weight 818.42
_chemical_melting_point ?
_chemical_oxdiff_formula 'C5 H5 N1 Re1 O4 Br1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 8.3466(3)
_cell_length_b 10.4128(4)
_cell_length_c 10.9082(6)
_cell_angle_alpha 113.523(4)
_cell_angle_beta 92.589(4)
_cell_angle_gamma 97.987(3)
_cell_volume 855.53(7)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 6124
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 29.0030
_cell_measurement_theta_min 3.4920
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 18.847
_exptl_absorpt_correction_T_max 0.087
_exptl_absorpt_correction_T_min 0.012
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 3.177
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 736
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
12 -3 -2 0.1538
-11 5 2 0.1466
-1 -8 15 0.0902
0 -12 -3 0.2861
0 12 3 0.2861
-12 3 2 0.1538
1 8 -15 0.0902
_exptl_crystal_size_max 0.614
_exptl_crystal_size_mid 0.338
_exptl_crystal_size_min 0.18
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
12.0104 -3.0055 -1.9993 -0.9278 -0.3740 -0.2442
-11.0092 5.0064 2.0004 0.8985 0.3829 0.0604
-1.0023 -7.9931 14.9966 0.4917 -0.8598 0.0602
-0.0016 -12.0092 -3.0055 -0.3370 -0.1120 0.9483
0.0016 12.0092 3.0055 0.3370 0.1120 -0.9483
-12.0104 3.0055 1.9993 0.9278 0.3740 0.2442
1.0023 7.9931 -14.9966 -0.4917 0.8598 -0.0602
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0465
_diffrn_reflns_av_unetI/netI 0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 14803
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full 26.000
_diffrn_reflns_theta_max 29.267
_diffrn_reflns_theta_min 3.388
_diffrn_ambient_temperature 293(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -35.00 52.00 1.00 2.00 -- -16.47 57.00 60.00 87
2 \w -25.00 24.00 1.00 2.00 -- -16.47 -99.00-180.00 49
3 \w -91.00 -32.00 1.00 2.00 -- -16.47 179.00 30.00 59
4 \w -35.00 52.00 1.00 2.00 -- -16.47 57.00 30.00 87
5 \w -25.00 24.00 1.00 2.00 -- -16.47 -99.00 150.00 49
6 \w -39.00 54.00 1.00 2.00 -- -16.47 38.00-150.00 93
7 \w -85.00 2.00 1.00 2.00 -- -16.47 -57.00 -90.00 87
8 \w -89.00 21.00 1.00 2.00 -- -16.47 -19.00 30.00 110
9 \w -25.00 24.00 1.00 2.00 -- -16.47 -99.00 -30.00 49
10 \w -85.00 -30.00 1.00 2.00 -- -16.47 -57.00 150.00 55
11 \w -25.00 59.00 1.00 2.00 -- 18.18 -99.00 -60.00 84
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 -0.0662581000
_diffrn_orient_matrix_UB_12 0.0185029000
_diffrn_orient_matrix_UB_13 0.0382207000
_diffrn_orient_matrix_UB_21 -0.0338053000
_diffrn_orient_matrix_UB_22 0.0213918000
_diffrn_orient_matrix_UB_23 -0.0481915000
_diffrn_orient_matrix_UB_31 -0.0438468000
_diffrn_orient_matrix_UB_32 -0.0699018000
_diffrn_orient_matrix_UB_33 -0.0361743000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3671
_reflns_number_total 4109
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 > 2\s(I)'
_computing_cell_refinement 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 2.123
_refine_diff_density_min -3.770
_refine_diff_density_rms 0.457
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.112
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 217
_refine_ls_number_reflns 4109
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0470
_refine_ls_R_factor_gt 0.0422
_refine_ls_restrained_S_all 1.112
_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/[\s^2^(Fo^2^)+(0.0620P)^2^+1.4160P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1048
_refine_ls_wR_factor_ref 0.1085
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
N2(H2), C10(H10), N1(H1), C9(H9), C6(H6), C3(H3), C4(H4), C1(H1A), C8(H8),
C5(H5)
;
_atom_sites_solution_hydrogens geom
_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
Re1 Re 0.14538(3) 0.34709(3) 1.02091(3) 0.01516(11) Uani 1 1 d . . . . .
Re2 Re 0.44569(4) 0.23302(3) 0.69586(3) 0.01559(11) Uani 1 1 d . . . . .
Br2 Br 0.51423(10) 0.86129(8) 0.67527(8) 0.02354(19) Uani 1 1 d . . . . .
Br1 Br 0.27423(10) 0.49577(9) 0.44566(10) 0.0281(2) Uani 1 1 d . . . . .
O2 O 0.3146(7) 0.4657(6) 1.0266(6) 0.0250(13) Uani 1 1 d . . . . .
O7 O 0.6526(7) 0.2351(7) 0.6884(7) 0.0316(15) Uani 1 1 d . . . . .
O5 O 0.3876(7) 0.1880(7) 0.8259(6) 0.0268(13) Uani 1 1 d . . . . .
O1 O 0.0395(7) 0.2589(7) 0.8615(6) 0.0268(14) Uani 1 1 d . . . . .
O6 O 0.3365(8) 0.1128(7) 0.5468(6) 0.0319(15) Uani 1 1 d . . . . .
O8 O 0.4045(8) 0.3993(6) 0.7240(7) 0.0307(15) Uani 1 1 d . . . . .
O4 O 0.2007(7) 0.2240(6) 1.0758(6) 0.0252(13) Uani 1 1 d . . . . .
O3 O 0.0170(7) 0.4409(7) 1.1285(6) 0.0300(15) Uani 1 1 d . . . . .
N2 N 0.3730(8) 0.6781(7) 0.9277(7) 0.0201(14) Uani 1 1 d . . . . .
H2 H 0.3861 0.6018 0.9369 0.024 Uiso 1 1 calc R . . . .
C10 C 0.2896(10) 0.7643(9) 1.0134(8) 0.0221(17) Uani 1 1 d . . . . .
H10 H 0.2470 0.7424 1.0813 0.027 Uiso 1 1 calc R . . . .
N1 N -0.0192(9) 0.2783(8) 0.6101(8) 0.0261(16) Uani 1 1 d . . . . .
H1 H -0.0465 0.2951 0.6894 0.031 Uiso 1 1 calc R . . . .
C9 C 0.2658(10) 0.8869(9) 1.0019(9) 0.0233(18) Uani 1 1 d . . . . .
H9 H 0.2058 0.9478 1.0615 0.028 Uiso 1 1 calc R . . . .
C6 C 0.4391(9) 0.7010(8) 0.8267(8) 0.0175(15) Uani 1 1 d . . . . .
H6 H 0.4968 0.6366 0.7682 0.021 Uiso 1 1 calc R . . . .
C2 C 0.1300(9) 0.3540(8) 0.4674(8) 0.0185(16) Uani 1 1 d . . . . .
C3 C 0.0646(10) 0.2273(10) 0.3593(9) 0.0258(18) Uani 1 1 d . . . . .
H3 H 0.0929 0.2107 0.2734 0.031 Uiso 1 1 calc R . . . .
C4 C -0.0426(11) 0.1260(10) 0.3801(10) 0.028(2) Uani 1 1 d . . . . .
H4 H -0.0867 0.0405 0.3085 0.034 Uiso 1 1 calc R . . . .
C1 C 0.0848(9) 0.3775(9) 0.5944(8) 0.0201(16) Uani 1 1 d . . . . .
H1A H 0.1271 0.4620 0.6677 0.024 Uiso 1 1 calc R . . . .
C8 C 0.3311(10) 0.9200(8) 0.9013(8) 0.0200(16) Uani 1 1 d . . . . .
H8 H 0.3172 1.0034 0.8932 0.024 Uiso 1 1 calc R . . . .
C5 C -0.0843(10) 0.1539(9) 0.5107(9) 0.0252(18) Uani 1 1 d . . . . .
H5 H -0.1556 0.0872 0.5274 0.030 Uiso 1 1 calc R . . . .
C7 C 0.4177(10) 0.8255(9) 0.8132(8) 0.0211(17) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.01762(17) 0.01915(17) 0.01029(17) 0.00721(12) 0.00307(11) 0.00403(12)
Re2 0.02032(17) 0.01561(17) 0.01304(17) 0.00822(12) 0.00329(12) 0.00238(12)
Br2 0.0348(4) 0.0210(4) 0.0178(4) 0.0108(3) 0.0084(3) 0.0036(3)
Br1 0.0247(4) 0.0263(4) 0.0360(5) 0.0167(4) 0.0071(4) -0.0002(3)
O2 0.028(3) 0.019(3) 0.030(3) 0.013(2) 0.006(3) 0.001(2)
O7 0.022(3) 0.046(4) 0.028(4) 0.017(3) 0.011(3) 0.004(3)
O5 0.029(3) 0.032(3) 0.029(3) 0.020(3) 0.010(3) 0.011(3)
O1 0.022(3) 0.037(3) 0.020(3) 0.011(3) 0.004(2) 0.004(3)
O6 0.036(3) 0.030(3) 0.021(3) 0.006(3) 0.003(3) -0.009(3)
O8 0.034(3) 0.020(3) 0.038(4) 0.014(3) -0.008(3) 0.002(3)
O4 0.035(3) 0.028(3) 0.022(3) 0.018(3) 0.009(2) 0.006(3)
O3 0.029(3) 0.045(4) 0.017(3) 0.011(3) 0.009(2) 0.012(3)
N2 0.020(3) 0.023(3) 0.030(4) 0.023(3) 0.002(3) 0.003(3)
C10 0.022(4) 0.025(4) 0.018(4) 0.010(3) -0.002(3) -0.004(3)
N1 0.031(4) 0.027(4) 0.025(4) 0.014(3) 0.012(3) 0.008(3)
C9 0.022(4) 0.023(4) 0.022(4) 0.006(3) 0.005(3) 0.004(3)
C6 0.020(4) 0.014(3) 0.021(4) 0.011(3) 0.004(3) 0.000(3)
C2 0.013(3) 0.024(4) 0.019(4) 0.009(3) 0.003(3) 0.005(3)
C3 0.029(4) 0.035(5) 0.014(4) 0.012(3) 0.003(3) 0.005(4)
C4 0.024(4) 0.031(5) 0.028(5) 0.011(4) -0.001(3) 0.001(4)
C1 0.018(4) 0.028(4) 0.013(4) 0.005(3) 0.001(3) 0.008(3)
C8 0.025(4) 0.019(4) 0.013(4) 0.004(3) -0.002(3) 0.002(3)
C5 0.026(4) 0.026(4) 0.022(4) 0.012(3) -0.003(3) -0.007(3)
C7 0.020(4) 0.024(4) 0.020(4) 0.012(3) 0.002(3) 0.000(3)
_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
Re1 O2 1.723(6) . ?
Re1 O1 1.735(6) . ?
Re1 O4 1.722(6) . ?
Re1 O3 1.723(6) . ?
Re2 O7 1.730(6) . ?
Re2 O5 1.731(6) . ?
Re2 O6 1.722(6) . ?
Re2 O8 1.721(6) . ?
Br2 C7 1.878(9) . ?
Br1 C2 1.870(8) . ?
N2 H2 0.8600 . ?
N2 C10 1.314(11) . ?
N2 C6 1.343(10) . ?
C10 H10 0.9300 . ?
C10 C9 1.371(12) . ?
N1 H1 0.8600 . ?
N1 C1 1.325(11) . ?
N1 C5 1.333(11) . ?
C9 H9 0.9300 . ?
C9 C8 1.387(12) . ?
C6 H6 0.9300 . ?
C6 C7 1.395(12) . ?
C2 C3 1.389(11) . ?
C2 C1 1.387(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.407(13) . ?
C1 H1A 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.386(11) . ?
C5 H5 0.9300 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Re1 O1 112.9(3) . . ?
O4 Re1 O2 110.2(3) . . ?
O4 Re1 O1 109.2(3) . . ?
O4 Re1 O3 108.2(3) . . ?
O3 Re1 O2 108.0(3) . . ?
O3 Re1 O1 108.3(3) . . ?
O7 Re2 O5 109.3(3) . . ?
O6 Re2 O7 111.0(3) . . ?
O6 Re2 O5 109.5(3) . . ?
O8 Re2 O7 108.9(3) . . ?
O8 Re2 O5 109.8(3) . . ?
O8 Re2 O6 108.3(3) . . ?
C10 N2 H2 117.8 . . ?
C10 N2 C6 124.4(7) . . ?
C6 N2 H2 117.8 . . ?
N2 C10 H10 120.2 . . ?
N2 C10 C9 119.6(8) . . ?
C9 C10 H10 120.2 . . ?
C1 N1 H1 117.9 . . ?
C1 N1 C5 124.2(8) . . ?
C5 N1 H1 117.9 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.0(8) . . ?
C8 C9 H9 120.0 . . ?
N2 C6 H6 121.4 . . ?
N2 C6 C7 117.3(7) . . ?
C7 C6 H6 121.4 . . ?
C3 C2 Br1 121.7(6) . . ?
C1 C2 Br1 119.0(6) . . ?
C1 C2 C3 119.3(8) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(8) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(8) . . ?
C5 C4 H4 120.4 . . ?
N1 C1 C2 119.3(7) . . ?
N1 C1 H1A 120.4 . . ?
C2 C1 H1A 120.4 . . ?
C9 C8 H8 120.9 . . ?
C7 C8 C9 118.2(8) . . ?
C7 C8 H8 120.9 . . ?
N1 C5 C4 118.4(8) . . ?
N1 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C6 C7 Br2 117.7(6) . . ?
C8 C7 Br2 121.8(7) . . ?
C8 C7 C6 120.5(8) . . ?
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
Br1 C2 C3 C4 -179.5(7) . . . . ?
Br1 C2 C1 N1 179.0(6) . . . . ?
N2 C10 C9 C8 -0.8(12) . . . . ?
N2 C6 C7 Br2 178.4(6) . . . . ?
N2 C6 C7 C8 -0.1(12) . . . . ?
C10 N2 C6 C7 0.3(12) . . . . ?
C10 C9 C8 C7 0.9(12) . . . . ?
C9 C8 C7 Br2 -179.0(6) . . . . ?
C9 C8 C7 C6 -0.5(12) . . . . ?
C6 N2 C10 C9 0.1(12) . . . . ?
C2 C3 C4 C5 0.4(14) . . . . ?
C3 C2 C1 N1 0.3(12) . . . . ?
C3 C4 C5 N1 0.5(14) . . . . ?
C1 N1 C5 C4 -1.0(14) . . . . ?
C1 C2 C3 C4 -0.8(13) . . . . ?
C5 N1 C1 C2 0.6(13) . . . . ?
_shelx_SHELXL_version_number 2014/7
_iucr_refine_instructions_details
;
j16015.res created by SHELXL-2014/7
TITL j16015_a.res in P-1
REM Old TITL j16015_a.res in P-1
REM SHELXT solution in P-1
REM R1 0.071, Rweak 0.005, Alpha 0.050, Orientation as input
REM Formula found by SHELXT: C11 N O8 Br2 Re2
CELL 0.71073 8.3466 10.4128 10.9082 113.523 92.589 97.987
ZERR 2 0.0003 0.0004 0.0006 0.004 0.004 0.003
LATT 1
SFAC C H Br N O Re
UNIT 20 20 4 4 16 4
L.S. 10
PLAN 20
BOND $H
list 4
MORE -1
CONF
fmap 2
acta 52
REM
REM
REM
WGHT 0.062000 1.416000
FVAR 0.33156
RE1 6 0.145377 0.347088 1.020909 11.00000 0.01762 0.01915 =
0.01029 0.00721 0.00307 0.00403
RE2 6 0.445693 0.233019 0.695865 11.00000 0.02032 0.01561 =
0.01304 0.00822 0.00329 0.00238
BR2 3 0.514232 0.861286 0.675272 11.00000 0.03484 0.02095 =
0.01775 0.01075 0.00842 0.00362
BR1 3 0.274229 0.495769 0.445660 11.00000 0.02471 0.02634 =
0.03596 0.01669 0.00707 -0.00024
O2 5 0.314601 0.465672 1.026567 11.00000 0.02811 0.01935 =
0.02962 0.01270 0.00646 0.00107
O7 5 0.652615 0.235143 0.688412 11.00000 0.02248 0.04585 =
0.02800 0.01666 0.01057 0.00388
O5 5 0.387603 0.188014 0.825855 11.00000 0.02930 0.03242 =
0.02866 0.02008 0.00971 0.01121
O1 5 0.039483 0.258874 0.861483 11.00000 0.02204 0.03736 =
0.02024 0.01124 0.00423 0.00378
O6 5 0.336500 0.112832 0.546794 11.00000 0.03621 0.03030 =
0.02057 0.00623 0.00281 -0.00920
O8 5 0.404511 0.399297 0.723969 11.00000 0.03420 0.02017 =
0.03786 0.01436 -0.00837 0.00166
O4 5 0.200735 0.224035 1.075788 11.00000 0.03463 0.02778 =
0.02172 0.01793 0.00876 0.00649
O3 5 0.017013 0.440870 1.128475 11.00000 0.02873 0.04492 =
0.01709 0.01112 0.00886 0.01166
N2 4 0.372992 0.678071 0.927697 11.00000 0.01980 0.02294 =
0.02952 0.02315 0.00220 0.00337
AFIX 43
H2 2 0.386093 0.601809 0.936921 11.00000 -1.20000
AFIX 0
C10 1 0.289600 0.764330 1.013361 11.00000 0.02172 0.02494 =
0.01826 0.01030 -0.00218 -0.00358
AFIX 43
H10 2 0.247023 0.742379 1.081338 11.00000 -1.20000
AFIX 0
N1 4 -0.019204 0.278256 0.610053 11.00000 0.03085 0.02702 =
0.02540 0.01424 0.01172 0.00765
AFIX 43
H1 2 -0.046466 0.295138 0.689418 11.00000 -1.20000
AFIX 0
C9 1 0.265767 0.886870 1.001887 11.00000 0.02157 0.02318 =
0.02209 0.00554 0.00531 0.00437
AFIX 43
H9 2 0.205778 0.947803 1.061545 11.00000 -1.20000
AFIX 0
C6 1 0.439119 0.701012 0.826729 11.00000 0.02020 0.01435 =
0.02058 0.01067 0.00374 -0.00015
AFIX 43
H6 2 0.496800 0.636605 0.768200 11.00000 -1.20000
AFIX 0
C2 1 0.129955 0.354007 0.467396 11.00000 0.01317 0.02410 =
0.01932 0.00930 0.00316 0.00509
C3 1 0.064614 0.227286 0.359298 11.00000 0.02942 0.03495 =
0.01434 0.01155 0.00349 0.00532
AFIX 43
H3 2 0.092853 0.210653 0.273419 11.00000 -1.20000
AFIX 0
C4 1 -0.042635 0.126003 0.380051 11.00000 0.02396 0.03123 =
0.02753 0.01142 -0.00059 0.00101
AFIX 43
H4 2 -0.086668 0.040509 0.308542 11.00000 -1.20000
AFIX 0
C1 1 0.084831 0.377533 0.594385 11.00000 0.01762 0.02760 =
0.01335 0.00548 0.00138 0.00755
AFIX 43
H1A 2 0.127085 0.462015 0.667737 11.00000 -1.20000
AFIX 0
C8 1 0.331121 0.919993 0.901298 11.00000 0.02456 0.01888 =
0.01350 0.00442 -0.00232 0.00246
AFIX 43
H8 2 0.317172 1.003436 0.893183 11.00000 -1.20000
AFIX 0
C5 1 -0.084310 0.153900 0.510688 11.00000 0.02586 0.02594 =
0.02214 0.01249 -0.00315 -0.00725
AFIX 43
H5 2 -0.155570 0.087204 0.527355 11.00000 -1.20000
AFIX 0
C7 1 0.417731 0.825466 0.813237 11.00000 0.02042 0.02413 =
0.02028 0.01193 0.00166 0.00021
HKLF 4
REM j16015_a.res in P-1
REM R1 = 0.0422 for 3671 Fo > 4sig(Fo) and 0.0470 for all 4109 data
REM 217 parameters refined using 0 restraints
END
WGHT 0.0619 1.4028
REM Highest difference peak 2.123, deepest hole -3.770, 1-sigma level 0.457
Q1 1 0.1375 0.3593 0.9428 11.00000 0.05 2.12
Q2 1 0.4341 0.2456 0.6166 11.00000 0.05 2.02
Q3 1 0.4561 0.2198 0.7780 11.00000 0.05 1.66
Q4 1 0.3592 0.1587 0.7634 11.00000 0.05 1.63
Q5 1 0.5308 0.2968 0.6230 11.00000 0.05 1.62
Q6 1 0.1577 0.3347 1.1010 11.00000 0.05 1.59
Q7 1 0.2245 0.4214 0.9573 11.00000 0.05 1.51
Q8 1 0.0361 0.3216 1.0194 11.00000 0.05 1.45
Q9 1 0.2552 0.3593 1.0178 11.00000 0.05 1.37
Q10 1 0.3366 0.2194 0.6994 11.00000 0.05 1.35
Q11 1 0.0606 0.2894 1.0953 11.00000 0.05 1.25
Q12 1 0.5961 0.3718 0.6422 11.00000 0.05 1.23
Q13 1 0.4702 0.3262 0.5563 11.00000 0.05 1.22
Q14 1 0.0706 0.1543 0.9653 11.00000 0.05 1.21
Q15 1 0.2788 0.1709 0.8088 11.00000 0.05 1.18
Q16 1 0.5718 0.2353 0.6840 11.00000 0.05 1.14
Q17 1 0.2041 0.8383 1.2256 11.00000 0.05 1.13
Q18 1 0.3646 0.2837 1.0988 11.00000 0.05 1.12
Q19 1 0.5862 0.4808 0.7668 11.00000 0.05 1.12
Q20 1 0.4136 0.7575 1.1195 11.00000 0.05 1.08
REM The information below was added by Olex2.
REM
REM R1 = 0.0422 for 3671 Fo > 4sig(Fo) and 0.0470 for all 14803 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 2.12, deepest hole -3.77
REM Mean Shift 0, Max Shift -0.001.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0470
REM R1_gt = 0.0422
REM wR_ref = 0.1085
REM GOOF = 1.112
REM Shift_max = -0.001
REM Shift_mean = 0
REM Reflections_all = 14803
REM Reflections_gt = 3671
REM Parameters = n/a
REM Hole = -3.77
REM Peak = 2.12
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.879
_oxdiff_exptl_absorpt_empirical_full_min 0.577
#######################################################################
#
# 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_j16013_monoclinic
_database_code_depnum_ccdc_archive 'CCDC 1568777'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2016-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety '4(O4 Re), 4(C6 H14 N)'
_chemical_formula_sum 'C24 H56 N4 O16 Re4'
_chemical_formula_weight 1401.52
_chemical_melting_point ?
_chemical_oxdiff_formula 'C5 H10 N1 Re1 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 15
_space_group_name_H-M_alt 'C 1 2/c 1'
_space_group_name_Hall '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 13.0504(2)
_cell_length_b 12.1955(2)
_cell_length_c 12.2542(2)
_cell_angle_alpha 90
_cell_angle_beta 95.553(2)
_cell_angle_gamma 90
_cell_volume 1941.18(5)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 10299
_cell_measurement_temperature 170(2)
_cell_measurement_theta_max 28.3560
_cell_measurement_theta_min 3.7230
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 12.499
_exptl_absorpt_correction_T_max 0.877
_exptl_absorpt_correction_T_min 0.783
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 2.398
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 1312
_exptl_crystal_size_max 0.305
_exptl_crystal_size_mid 0.2542
_exptl_crystal_size_min 0.1557
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0415
_diffrn_reflns_av_unetI/netI 0.0181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 17336
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.350
_diffrn_reflns_theta_max 25.350
_diffrn_reflns_theta_min 2.923
_diffrn_ambient_temperature 170(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -33.00 54.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 57.0000 150.0000 87
#__ type_ start__ end____ width___ exp.time_
2 omega -43.00 55.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 77.0000 30.0000 98
#__ type_ start__ end____ width___ exp.time_
3 omega -83.00 14.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 -77.0000 -90.0000 97
#__ type_ start__ end____ width___ exp.time_
4 omega -25.00 26.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 -99.0000 -180.0000 51
#__ type_ start__ end____ width___ exp.time_
5 omega -88.00 -34.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 -179.0000 -120.0000 54
#__ type_ start__ end____ width___ exp.time_
6 omega -3.00 84.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 15.9881 57.0000 -180.0000 87
#__ type_ start__ end____ width___ exp.time_
7 omega 32.00 91.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 15.9881 -179.0000 150.0000 59
#__ type_ start__ end____ width___ exp.time_
8 omega -85.00 8.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 -38.0000 0.0000 93
#__ type_ start__ end____ width___ exp.time_
9 omega -43.00 55.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -14.2694 77.0000 -60.0000 98
#__ type_ start__ end____ width___ exp.time_
10 omega -13.00 85.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 15.9881 77.0000 30.0000 98
#__ type_ start__ end____ width___ exp.time_
11 omega -25.00 6.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 15.9881 -99.0000 -180.0000 31
#__ type_ start__ end____ width___ exp.time_
12 omega -25.00 56.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 15.9881 -99.0000 -90.0000 81
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 0.0128175000
_diffrn_orient_matrix_UB_12 0.0353719000
_diffrn_orient_matrix_UB_13 0.0452110000
_diffrn_orient_matrix_UB_21 0.0007161000
_diffrn_orient_matrix_UB_22 -0.0454567000
_diffrn_orient_matrix_UB_23 0.0361387000
_diffrn_orient_matrix_UB_31 0.0531067000
_diffrn_orient_matrix_UB_32 -0.0079079000
_diffrn_orient_matrix_UB_33 -0.0055904000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 1695
_reflns_number_total 1783
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 25.30
_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 > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.641
_refine_diff_density_min -0.614
_refine_diff_density_rms 0.097
_refine_ls_extinction_coef 0.00300(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref 1.157
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 111
_refine_ls_number_reflns 1783
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0172
_refine_ls_R_factor_gt 0.0156
_refine_ls_restrained_S_all 1.157
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+5.1410P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0337
_refine_ls_wR_factor_ref 0.0343
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
N1(H1)
2.b Secondary CH2 refined with riding coordinates:
C5(H5A,H5B), C2(H2A,H2B), C4(H4A,H4B), C1(H1A,H1B), C3(H3A,H3B)
2.c Idealised Me refined as rotating group:
C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens geom
_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
Re1 Re 0.48544(2) 0.68345(2) 0.44201(2) 0.02095(8) Uani 1 1 d . . . . .
O1 O 0.4073(2) 0.5687(2) 0.4340(2) 0.0379(7) Uani 1 1 d . . . . .
N1 N 0.2802(2) 0.4553(2) 0.2825(2) 0.0195(6) Uani 1 1 d . . . . .
H1 H 0.3316 0.4967 0.3325 0.023 Uiso 1 1 calc R . . . .
O4 O 0.5914(2) 0.6602(2) 0.3741(3) 0.0442(8) Uani 1 1 d . . . . .
O2 O 0.4184(2) 0.7934(2) 0.3856(2) 0.0457(8) Uani 1 1 d . . . . .
C5 C 0.2290(3) 0.3731(3) 0.3505(3) 0.0248(8) Uani 1 1 d . . . . .
H5A H 0.2809 0.3209 0.3841 0.030 Uiso 1 1 calc R . . . .
H5B H 0.1771 0.3312 0.3033 0.030 Uiso 1 1 calc R . . . .
O3 O 0.5233(2) 0.7126(2) 0.5775(2) 0.0366(7) Uani 1 1 d . . . . .
C6 C 0.3367(3) 0.4012(3) 0.1977(3) 0.0307(9) Uani 1 1 d . . . . .
H6A H 0.3869 0.3495 0.2329 0.046 Uiso 1 1 calc GR . . . .
H6B H 0.3726 0.4569 0.1579 0.046 Uiso 1 1 calc GR . . . .
H6C H 0.2878 0.3617 0.1461 0.046 Uiso 1 1 calc GR . . . .
C2 C 0.1498(3) 0.5952(3) 0.3189(3) 0.0358(10) Uani 1 1 d . . . . .
H2A H 0.0966 0.6450 0.2836 0.043 Uiso 1 1 calc R . . . .
H2B H 0.2005 0.6402 0.3646 0.043 Uiso 1 1 calc R . . . .
C4 C 0.1778(3) 0.4314(4) 0.4391(3) 0.0360(10) Uani 1 1 d . . . . .
H4A H 0.2308 0.4693 0.4887 0.043 Uiso 1 1 calc R . . . .
H4B H 0.1433 0.3768 0.4829 0.043 Uiso 1 1 calc R . . . .
C1 C 0.2034(3) 0.5366(3) 0.2314(3) 0.0263(8) Uani 1 1 d . . . . .
H1A H 0.1517 0.4980 0.1808 0.032 Uiso 1 1 calc R . . . .
H1B H 0.2390 0.5908 0.1883 0.032 Uiso 1 1 calc R . . . .
C3 C 0.0996(3) 0.5138(3) 0.3917(4) 0.0398(10) Uani 1 1 d . . . . .
H3A H 0.0703 0.5536 0.4519 0.048 Uiso 1 1 calc R . . . .
H3B H 0.0427 0.4753 0.3481 0.048 Uiso 1 1 calc R . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.01959(10) 0.02080(10) 0.02225(11) -0.00041(6) 0.00095(6) -0.00225(6)
O1 0.0348(15) 0.0418(17) 0.0359(16) -0.0023(14) -0.0032(12) -0.0202(13)
N1 0.0191(14) 0.0202(15) 0.0196(15) -0.0018(12) 0.0035(11) -0.0039(12)
O4 0.0404(17) 0.0375(17) 0.058(2) -0.0007(15) 0.0237(15) -0.0038(13)
O2 0.058(2) 0.0383(17) 0.0379(17) -0.0009(14) -0.0074(15) 0.0166(15)
C5 0.029(2) 0.0227(19) 0.0223(19) 0.0059(15) 0.0000(15) -0.0078(15)
O3 0.0426(17) 0.0369(16) 0.0279(15) -0.0031(12) -0.0082(13) -0.0059(13)
C6 0.034(2) 0.029(2) 0.032(2) -0.0032(17) 0.0126(17) 0.0023(17)
C2 0.033(2) 0.028(2) 0.048(3) -0.0046(19) 0.0136(19) 0.0013(17)
C4 0.040(2) 0.047(3) 0.022(2) -0.0028(18) 0.0062(17) -0.024(2)
C1 0.028(2) 0.0247(19) 0.026(2) 0.0069(15) 0.0041(16) -0.0025(16)
C3 0.033(2) 0.046(3) 0.043(3) -0.011(2) 0.0214(19) -0.0076(19)
_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
Re1 O1 1.729(3) . ?
Re1 O4 1.705(3) . ?
Re1 O2 1.710(3) . ?
Re1 O3 1.723(3) . ?
N1 H1 1.0000 . ?
N1 C5 1.501(4) . ?
N1 C6 1.485(4) . ?
N1 C1 1.502(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.507(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.516(5) . ?
C2 C3 1.524(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.509(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
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 Re1 O1 109.84(14) . . ?
O4 Re1 O2 109.90(15) . . ?
O4 Re1 O3 109.52(15) . . ?
O2 Re1 O1 109.64(15) . . ?
O2 Re1 O3 108.38(14) . . ?
O3 Re1 O1 109.54(13) . . ?
C5 N1 H1 107.7 . . ?
C5 N1 C1 110.9(3) . . ?
C6 N1 H1 107.7 . . ?
C6 N1 C5 111.7(3) . . ?
C6 N1 C1 111.0(3) . . ?
C1 N1 H1 107.7 . . ?
N1 C5 H5A 109.7 . . ?
N1 C5 H5B 109.7 . . ?
N1 C5 C4 109.7(3) . . ?
H5A C5 H5B 108.2 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
H2A C2 H2B 108.0 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C1 C2 C3 111.1(3) . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C5 C4 C3 111.6(3) . . ?
H4A C4 H4B 108.0 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
N1 C1 C2 110.6(3) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
C2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 C2 110.2(3) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
_shelx_res_file
;
j16013_monoclinic.res created by SHELXL-2014/7
TITL j16013_monoclinic_a.res in C2/c
REM Old TITL j16013_monoclinic_a.res in C2/c
REM SHELXT solution in C2/c
REM R1 0.051, Rweak 0.003, Alpha 0.027, Orientation as input
REM Formula found by SHELXT: C8 N2 O Re
CELL 0.71073 13.0504 12.1955 12.2542 90 95.553 90
ZERR 2 0.0002 0.0002 0.0002 0 0.002 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H N O Re
UNIT 48 112 8 32 8
L.S. 4 0 0
PLAN 10
TEMP -103(2)
BOND $H
list 4
fmap 2 53
acta 52
REM
REM
REM
WGHT 0.010000 5.141000
EXTI 0.002997
FVAR 0.20640
RE1 5 0.485444 0.683449 0.442010 11.00000 0.01959 0.02080 =
0.02225 -0.00041 0.00095 -0.00225
O1 4 0.407303 0.568680 0.434022 11.00000 0.03482 0.04177 =
0.03585 -0.00226 -0.00318 -0.02020
N1 3 0.280225 0.455324 0.282455 11.00000 0.01910 0.02024 =
0.01956 -0.00184 0.00354 -0.00387
AFIX 13
H1 2 0.331613 0.496650 0.332481 11.00000 -1.20000
AFIX 0
O4 4 0.591354 0.660207 0.374077 11.00000 0.04039 0.03750 =
0.05827 -0.00070 0.02374 -0.00375
O2 4 0.418404 0.793414 0.385629 11.00000 0.05841 0.03833 =
0.03786 -0.00089 -0.00742 0.01663
C5 1 0.229035 0.373131 0.350507 11.00000 0.02888 0.02265 =
0.02228 0.00595 -0.00002 -0.00778
AFIX 23
H5A 2 0.280923 0.320872 0.384082 11.00000 -1.20000
H5B 2 0.177056 0.331173 0.303348 11.00000 -1.20000
AFIX 0
O3 4 0.523345 0.712631 0.577502 11.00000 0.04264 0.03695 =
0.02792 -0.00310 -0.00821 -0.00587
C6 1 0.336685 0.401247 0.197655 11.00000 0.03352 0.02868 =
0.03173 -0.00319 0.01257 0.00226
AFIX 137
H6A 2 0.386948 0.349515 0.232943 11.00000 -1.50000
H6B 2 0.372554 0.456872 0.157929 11.00000 -1.50000
H6C 2 0.287808 0.361672 0.146139 11.00000 -1.50000
AFIX 0
C2 1 0.149776 0.595230 0.318927 11.00000 0.03273 0.02843 =
0.04810 -0.00455 0.01356 0.00129
AFIX 23
H2A 2 0.096566 0.645014 0.283596 11.00000 -1.20000
H2B 2 0.200485 0.640227 0.364554 11.00000 -1.20000
AFIX 0
C4 1 0.177802 0.431369 0.439089 11.00000 0.03969 0.04746 =
0.02150 -0.00282 0.00618 -0.02356
AFIX 23
H4A 2 0.230760 0.469347 0.488673 11.00000 -1.20000
H4B 2 0.143335 0.376814 0.482911 11.00000 -1.20000
AFIX 0
C1 1 0.203396 0.536556 0.231373 11.00000 0.02821 0.02465 =
0.02641 0.00691 0.00412 -0.00246
AFIX 23
H1A 2 0.151698 0.497965 0.180781 11.00000 -1.20000
H1B 2 0.238996 0.590834 0.188299 11.00000 -1.20000
AFIX 0
C3 1 0.099565 0.513828 0.391713 11.00000 0.03328 0.04615 =
0.04347 -0.01059 0.02143 -0.00762
AFIX 23
H3A 2 0.070288 0.553613 0.451910 11.00000 -1.20000
H3B 2 0.042688 0.475318 0.348125 11.00000 -1.20000
AFIX 0
HKLF 4
REM j16013_monoclinic_a.res in C2/c
REM R1 = 0.0156 for 1695 Fo > 4sig(Fo) and 0.0172 for all 1783 data
REM 111 parameters refined using 0 restraints
END
WGHT 0.0099 5.1447
REM Highest difference peak 0.641, deepest hole -0.614, 1-sigma level 0.097
Q1 1 0.5428 0.6812 0.4798 11.00000 0.05 0.64
Q2 1 0.5203 0.6934 0.3805 11.00000 0.05 0.63
Q3 1 0.5301 0.6371 0.3995 11.00000 0.05 0.51
Q4 1 0.4216 0.6833 0.4187 11.00000 0.05 0.51
Q5 1 0.4188 0.7569 0.4563 11.00000 0.05 0.44
Q6 1 0.5773 0.6559 0.4366 11.00000 0.05 0.42
Q7 1 0.4752 0.5987 0.4327 11.00000 0.05 0.40
Q8 1 0.5559 0.7130 0.3984 11.00000 0.05 0.39
Q9 1 0.4340 0.6660 0.4985 11.00000 0.05 0.36
Q10 1 0.0570 0.3396 0.4046 11.00000 0.05 0.33
;
_shelx_res_checksum 97681
_shelx_SHELXL_version_number 2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
17 -7 2 0.0956 16.9969 -7.0241 1.9408 0.0572 0.4016 0.9473
-17 7 -2 0.0956 -16.9969 7.0241 -1.9408 -0.0572 -0.4016 -0.9473
-12 -7 11 0.0779 -11.9672 -7.0222 11.0210 0.0965 0.7089 -0.6416
12 7 -11 0.0779 11.9672 7.0222 -11.0210 -0.0965 -0.7089 0.6416
3 8 15 0.1066 3.0395 7.9584 15.0050 0.9989 0.1827 0.0146
-3 -8 -15 0.1066 -3.0395 -7.9584 -15.0050 -0.9989 -0.1827 -0.0146
-11 6 13 0.0487 -10.9602 5.9762 13.0404 0.6605 0.1918 -0.7022
_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_j16011_mono
_database_code_depnum_ccdc_archive 'CCDC 1568776'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2016-10-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'O4 Re, C14 H24 N'
_chemical_formula_sum 'C14 H24 N O4 Re'
_chemical_formula_weight 456.54
_chemical_melting_point ?
_chemical_oxdiff_formula 'Re O4 N1 C24 H52'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 11
_space_group_name_H-M_alt 'P 1 21/m 1'
_space_group_name_Hall '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
_cell_length_a 8.9052(2)
_cell_length_b 8.43840(10)
_cell_length_c 10.9159(2)
_cell_angle_alpha 90
_cell_angle_beta 90.016(2)
_cell_angle_gamma 90
_cell_volume 820.28(3)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 6060
_cell_measurement_temperature 170(2)
_cell_measurement_theta_max 29.9520
_cell_measurement_theta_min 3.8000
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 7.418
_exptl_absorpt_correction_T_max 0.857
_exptl_absorpt_correction_T_min 0.753
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.848
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 444
_exptl_crystal_size_max 0.3543
_exptl_crystal_size_mid 0.2283
_exptl_crystal_size_min 0.1448
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0176
_diffrn_reflns_av_unetI/netI 0.0119
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 8547
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.347
_diffrn_reflns_theta_min 2.952
_diffrn_ambient_temperature 170(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -88.00 10.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -18.6840 -77.0000 -90.0000 98
#__ type_ start__ end____ width___ exp.time_
2 omega 2.00 89.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 20.4027 57.0000 0.0000 87
#__ type_ start__ end____ width___ exp.time_
3 omega -48.00 39.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 20.4027 -57.0000 -90.0000 87
#__ type_ start__ end____ width___ exp.time_
4 omega -25.00 61.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 20.4027 -99.0000 60.0000 86
#__ type_ start__ end____ width___ exp.time_
5 omega -87.00 0.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -18.6840 -57.0000 150.0000 87
#__ type_ start__ end____ width___ exp.time_
6 omega -93.00 -32.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -18.6840 179.0000 90.0000 61
#__ type_ start__ end____ width___ exp.time_
7 omega 2.00 75.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 20.4027 57.0000 90.0000 73
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0065871000
_diffrn_orient_matrix_UB_12 0.0002316000
_diffrn_orient_matrix_UB_13 -0.0647260000
_diffrn_orient_matrix_UB_21 -0.0791821000
_diffrn_orient_matrix_UB_22 -0.0063332000
_diffrn_orient_matrix_UB_23 0.0053040000
_diffrn_orient_matrix_UB_31 -0.0059683000
_diffrn_orient_matrix_UB_32 0.0838287000
_diffrn_orient_matrix_UB_33 0.0006069000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 1572
_reflns_number_total 1608
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 25.30
_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 > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 1.781
_refine_diff_density_min -0.354
_refine_diff_density_rms 0.078
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.308
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 128
_refine_ls_number_reflns 1608
_refine_ls_number_restraints 6
_refine_ls_R_factor_all 0.0214
_refine_ls_R_factor_gt 0.0203
_refine_ls_restrained_S_all 1.306
_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/[\s^2^(Fo^2^)+(0.0128P)^2^+1.7145P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0442
_refine_ls_wR_factor_ref 0.0445
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Restrained distances
C12-H12A = C12-H12A_$1 = C12-H12B = C12-H12B_$1 = C12-H12C = C12-H12C_$1
0.96 with sigma of 0.02
3. Others
Fixed Sof: H8A(0.5) H8B(0.5) H8C(0.5) H9A(0.5) H9B(0.5) H9C(0.5) H12A(0.5)
H12B(0.5) H12C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
N1(H1), C2(H2), C4(H4)
4.b Idealised Me refined as rotating group:
C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens mixed
_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
Re1 Re 0.77935(2) 0.2500 0.25001(2) 0.02573(8) Uani 1 2 d S T P . .
N1 N 0.2595(4) 0.2500 0.7498(3) 0.0192(8) Uani 1 2 d S T P . .
H1 H 0.1607 0.2500 0.7497 0.023 Uiso 1 2 calc RS T P . .
O2 O 0.8919(4) 0.0839(4) 0.2499(3) 0.0483(8) Uani 1 1 d . . . . .
O1 O 0.6707(6) 0.2500 0.3784(4) 0.0580(13) Uani 1 2 d S T P . .
C10 C 0.2327(6) 0.2500 0.9767(4) 0.0248(11) Uani 1 2 d S T P . .
C1 C 0.3295(5) 0.2500 0.6401(4) 0.0207(10) Uani 1 2 d S T P . .
C11 C 0.2711(5) 0.3987(5) 1.0507(4) 0.0375(9) Uani 1 1 d . . . . .
H11A H 0.2091 0.4020 1.1248 0.056 Uiso 1 1 calc GR . . . .
H11B H 0.2512 0.4931 1.0009 0.056 Uiso 1 1 calc GR . . . .
H11C H 0.3774 0.3963 1.0737 0.056 Uiso 1 1 calc GR . . . .
C6 C 0.2326(6) 0.2500 0.5237(4) 0.0240(11) Uani 1 2 d S T P . .
C5 C 0.3293(5) 0.2500 0.8600(4) 0.0205(10) Uani 1 2 d S T P . .
O3 O 0.6714(6) 0.2500 0.1212(4) 0.0578(13) Uani 1 2 d S T P . .
C7 C 0.2711(5) 0.1011(5) 0.4494(4) 0.0380(10) Uani 1 1 d . . . . .
H7A H 0.3778 0.1026 0.4277 0.057 Uiso 1 1 calc GR . . . .
H7B H 0.2104 0.0989 0.3745 0.057 Uiso 1 1 calc GR . . . .
H7C H 0.2495 0.0066 0.4986 0.057 Uiso 1 1 calc GR . . . .
C2 C 0.4828(5) 0.2500 0.6402(4) 0.0226(10) Uani 1 2 d S T P . .
H2 H 0.5356 0.2500 0.5645 0.027 Uiso 1 2 calc RS T P . .
C3 C 0.5627(5) 0.2500 0.7499(5) 0.0233(10) Uani 1 2 d S T P . .
C4 C 0.4827(5) 0.2500 0.8603(4) 0.0231(10) Uani 1 2 d S T P . .
H4 H 0.5355 0.2500 0.9359 0.028 Uiso 1 2 calc RS T P . .
C12 C 0.0657(7) 0.2500 0.9461(5) 0.0372(14) Uani 1 2 d DS T P . .
C8 C 0.0657(6) 0.2500 0.5537(5) 0.0371(14) Uani 1 2 d S T P . .
H8A H 0.0388 0.1494 0.5929 0.056 Uiso 0.5 1 calc GR . . A -1
H8B H 0.0077 0.2628 0.4781 0.056 Uiso 0.5 1 calc GR . . A -1
H8C H 0.0433 0.3378 0.6096 0.056 Uiso 0.5 1 calc GR . . A -1
C9 C 0.7294(6) 0.2500 0.7498(5) 0.0321(12) Uani 1 2 d S T P . .
H9A H 0.7660 0.1943 0.6769 0.048 Uiso 0.5 1 calc GR . . B -1
H9B H 0.7662 0.1962 0.8235 0.048 Uiso 0.5 1 calc GR . . B -1
H9C H 0.7661 0.3595 0.7489 0.048 Uiso 0.5 1 calc GR . . B -1
H12A H 0.031(16) 0.336(11) 0.895(11) 0.03(5) Uiso 0.5 1 d D . . . .
H12B H 0.013(7) 0.224(14) 1.020(4) 0.04(2) Uiso 0.5 1 d D . . . .
H12C H 0.049(19) 0.147(8) 0.911(15) 0.05(6) Uiso 0.5 1 d D . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.03453(13) 0.02818(12) 0.01448(11) 0.000 -0.00018(7) 0.000
N1 0.017(2) 0.026(2) 0.0145(19) 0.000 -0.0004(15) 0.000
O2 0.0606(19) 0.0358(16) 0.0484(18) -0.0006(15) -0.0003(14) 0.0090(15)
O1 0.067(3) 0.068(3) 0.039(3) 0.000 0.023(2) 0.000
C10 0.033(3) 0.025(3) 0.016(2) 0.000 0.003(2) 0.000
C1 0.029(3) 0.017(2) 0.016(2) 0.000 0.0007(19) 0.000
C11 0.055(3) 0.034(2) 0.0235(19) -0.0065(17) 0.0061(17) -0.0020(19)
C6 0.033(3) 0.024(3) 0.016(2) 0.000 -0.0049(19) 0.000
C5 0.029(3) 0.018(2) 0.015(2) 0.000 -0.0018(19) 0.000
O3 0.069(3) 0.065(3) 0.039(3) 0.000 -0.025(2) 0.000
C7 0.056(3) 0.034(2) 0.0241(19) -0.0080(17) -0.0075(17) 0.0027(19)
C2 0.027(3) 0.022(3) 0.019(2) 0.000 0.0054(19) 0.000
C3 0.020(2) 0.019(2) 0.031(3) 0.000 0.000(2) 0.000
C4 0.026(3) 0.025(3) 0.018(2) 0.000 -0.0047(19) 0.000
C12 0.031(3) 0.058(4) 0.023(3) 0.000 0.009(2) 0.000
C8 0.030(3) 0.059(4) 0.023(3) 0.000 -0.011(2) 0.000
C9 0.023(3) 0.035(3) 0.038(3) 0.000 -0.001(2) 0.000
_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
Re1 O2 1.723(3) 4_565 ?
Re1 O2 1.723(3) . ?
Re1 O1 1.703(4) . ?
Re1 O3 1.703(4) . ?
N1 H1 0.8800 . ?
N1 C1 1.350(6) . ?
N1 C5 1.353(6) . ?
C10 C11 1.531(5) 4_565 ?
C10 C11 1.531(5) . ?
C10 C5 1.538(7) . ?
C10 C12 1.525(8) . ?
C1 C6 1.535(6) . ?
C1 C2 1.366(7) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C6 C7 1.534(5) . ?
C6 C7 1.534(5) 4_565 ?
C6 C8 1.522(7) . ?
C5 C4 1.366(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.393(7) . ?
C3 C4 1.399(7) . ?
C3 C9 1.485(7) . ?
C4 H4 0.9500 . ?
C12 H12A 0.961(15) . ?
C12 H12B 0.960(15) . ?
C12 H12C 0.961(15) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 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
O2 Re1 O2 108.9(2) 4_565 . ?
O1 Re1 O2 109.33(14) . . ?
O1 Re1 O2 109.33(14) . 4_565 ?
O3 Re1 O2 109.12(15) . . ?
O3 Re1 O2 109.12(15) . 4_565 ?
O3 Re1 O1 111.0(3) . . ?
C1 N1 H1 117.4 . . ?
C1 N1 C5 125.2(4) . . ?
C5 N1 H1 117.4 . . ?
C11 C10 C11 110.1(4) . 4_565 ?
C11 C10 C5 108.2(3) . . ?
C11 C10 C5 108.2(3) 4_565 . ?
C12 C10 C11 109.5(3) . 4_565 ?
C12 C10 C11 109.5(3) . . ?
C12 C10 C5 111.3(4) . . ?
N1 C1 C6 118.4(4) . . ?
N1 C1 C2 117.4(4) . . ?
C2 C1 C6 124.2(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C6 C1 108.2(3) . . ?
C7 C6 C1 108.2(3) 4_565 . ?
C7 C6 C7 110.0(4) . 4_565 ?
C8 C6 C1 111.7(4) . . ?
C8 C6 C7 109.4(3) . 4_565 ?
C8 C6 C7 109.4(3) . . ?
N1 C5 C10 118.7(4) . . ?
N1 C5 C4 117.4(4) . . ?
C4 C5 C10 123.9(4) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.7(4) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 C9 120.6(4) . . ?
C4 C3 C9 120.6(4) . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C10 C12 H12A 116(9) . . ?
C10 C12 H12B 107(4) . . ?
C10 C12 H12C 104(10) . . ?
H12A C12 H12B 120(10) . . ?
H12A C12 H12C 114(9) . . ?
H12B C12 H12C 93(10) . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
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 C6 C7 -120.4(3) . . . . ?
N1 C1 C6 C7 120.4(3) . . . 4_565 ?
N1 C1 C6 C8 0.000(1) . . . . ?
N1 C1 C2 C3 0.000(1) . . . . ?
N1 C5 C4 C3 0.000(2) . . . . ?
C10 C5 C4 C3 180.000(1) . . . . ?
C1 N1 C5 C10 180.000(1) . . . . ?
C1 N1 C5 C4 0.000(2) . . . . ?
C1 C2 C3 C4 0.000(2) . . . . ?
C1 C2 C3 C9 180.000(1) . . . . ?
C11 C10 C5 N1 -120.3(3) . . . . ?
C11 C10 C5 N1 120.3(3) 4_565 . . . ?
C11 C10 C5 C4 59.7(3) . . . . ?
C11 C10 C5 C4 -59.7(3) 4_565 . . . ?
C6 C1 C2 C3 180.000(1) . . . . ?
C5 N1 C1 C6 180.000(1) . . . . ?
C5 N1 C1 C2 0.000(2) . . . . ?
C2 C1 C6 C7 59.6(3) . . . . ?
C2 C1 C6 C7 -59.6(3) . . . 4_565 ?
C2 C1 C6 C8 180.000(1) . . . . ?
C2 C3 C4 C5 0.000(2) . . . . ?
C12 C10 C5 N1 0.000(2) . . . . ?
C12 C10 C5 C4 180.000(2) . . . . ?
C9 C3 C4 C5 180.000(1) . . . . ?
_shelx_SHELXL_version_number 2014/7
_iucr_refine_instructions_details
;
j16011_mono.res created by SHELXL-2014/7
TITL j16011_mono_a.res in P2(1)/m
REM Old TITL j16011_mono_a.res in P2(1)/m
REM SHELXT solution in P2(1)/m
REM R1 0.084, Rweak 0.010, Alpha 0.018, Orientation as input
REM Formula found by SHELXT: C18 N Re
CELL 0.71073 8.9052 8.4384 10.9159 90 90.016 90
ZERR 2 0.0002 0.0001 0.0002 0 0.002 0
LATT 1
SYMM -X,0.5+Y,-Z
SFAC C H N O Re
UNIT 28 48 2 8 2
EQIV $1 +X,0.5-Y,+Z
DFIX 0.96 C12 H12a C12 H12a_$1 C12 H12b C12 H12b_$1 C12 H12c C12 H12c_$1
L.S. 30
PLAN 20
TEMP -103(2)
BOND $H
list 4
MORE -1
CONF
fmap 2
acta
REM
REM
REM
WGHT 0.012800 1.714500
FVAR 0.41160
RE1 5 0.779348 0.250000 0.250005 10.50000 0.03453 0.02818 =
0.01448 0.00000 -0.00018 0.00000
N1 3 0.259526 0.250000 0.749818 10.50000 0.01697 0.02603 =
0.01455 0.00000 -0.00045 0.00000
AFIX 43
H1 2 0.160707 0.250000 0.749702 10.50000 -1.20000
AFIX 0
O2 4 0.891890 0.083863 0.249886 11.00000 0.06058 0.03579 =
0.04839 -0.00063 -0.00032 0.00895
O1 4 0.670712 0.250000 0.378393 10.50000 0.06651 0.06835 =
0.03922 0.00000 0.02307 0.00000
C10 1 0.232719 0.250000 0.976733 10.50000 0.03343 0.02457 =
0.01645 0.00000 0.00347 0.00000
C1 1 0.329459 0.250000 0.640062 10.50000 0.02929 0.01693 =
0.01601 0.00000 0.00067 0.00000
C11 1 0.271051 0.398717 1.050707 11.00000 0.05495 0.03400 =
0.02354 -0.00654 0.00615 -0.00196
AFIX 137
H11A 2 0.209059 0.402034 1.124826 11.00000 -1.50000
H11B 2 0.251237 0.493066 1.000912 11.00000 -1.50000
H11C 2 0.377398 0.396259 1.073742 11.00000 -1.50000
AFIX 0
C6 1 0.232620 0.250000 0.523662 10.50000 0.03284 0.02356 =
0.01571 0.00000 -0.00490 0.00000
C5 1 0.329299 0.250000 0.859977 10.50000 0.02850 0.01778 =
0.01511 0.00000 -0.00179 0.00000
O3 4 0.671429 0.250000 0.121239 10.50000 0.06920 0.06540 =
0.03869 0.00000 -0.02525 0.00000
C7 1 0.271068 0.101062 0.449407 11.00000 0.05594 0.03399 =
0.02410 -0.00800 -0.00753 0.00266
AFIX 137
H7A 2 0.377840 0.102614 0.427722 11.00000 -1.50000
H7B 2 0.210410 0.098851 0.374505 11.00000 -1.50000
H7C 2 0.249513 0.006586 0.498564 11.00000 -1.50000
AFIX 0
C2 1 0.482838 0.250000 0.640152 10.50000 0.02650 0.02218 =
0.01901 0.00000 0.00538 0.00000
AFIX 43
H2 2 0.535644 0.250000 0.564545 10.50000 -1.20000
AFIX 0
C3 1 0.562660 0.250000 0.749907 10.50000 0.02035 0.01886 =
0.03072 0.00000 0.00009 0.00000
C4 1 0.482736 0.250000 0.860266 10.50000 0.02603 0.02542 =
0.01773 0.00000 -0.00472 0.00000
AFIX 43
H4 2 0.535521 0.250000 0.935907 10.50000 -1.20000
AFIX 0
C12 1 0.065666 0.250000 0.946066 10.50000 0.03079 0.05798 =
0.02280 0.00000 0.00851 0.00000
C8 1 0.065727 0.250000 0.553746 10.50000 0.03008 0.05858 =
0.02254 0.00000 -0.01122 0.00000
PART -1
AFIX 137
H8A 2 0.038764 0.149411 0.592852 10.50000 -1.50000
H8B 2 0.007652 0.262836 0.478123 10.50000 -1.50000
H8C 2 0.043315 0.337753 0.609633 10.50000 -1.50000
AFIX 0
PART 0
C9 1 0.729422 0.250000 0.749764 10.50000 0.02298 0.03541 =
0.03790 0.00000 -0.00127 0.00000
PART -1
AFIX 137
H9A 2 0.765985 0.194269 0.676875 10.50000 -1.50000
H9B 2 0.766225 0.196243 0.823472 10.50000 -1.50000
H9C 2 0.766103 0.359488 0.748852 10.50000 -1.50000
AFIX 0
PART 0
H12A 2 0.031036 0.335626 0.895382 10.50000 0.03133
H12B 2 0.012631 0.223800 1.019939 10.50000 0.03944
H12C 2 0.048685 0.146828 0.911445 10.50000 0.05038
HKLF 4
REM j16011_mono_a.res in P2(1)/m
REM R1 = 0.0203 for 1572 Fo > 4sig(Fo) and 0.0214 for all 1608 data
REM 128 parameters refined using 6 restraints
END
WGHT 0.0128 1.7143
REM Highest difference peak 1.781, deepest hole -0.354, 1-sigma level 0.078
Q1 1 0.7038 0.1790 0.2497 11.00000 0.05 1.78
Q2 1 0.9008 0.2500 0.2614 10.50000 0.05 0.55
Q3 1 0.8147 0.1316 0.2384 11.00000 0.05 0.50
Q4 1 1.0157 0.2500 0.2554 10.50000 0.05 0.34
Q5 1 0.2409 0.2500 0.2533 10.50000 0.05 0.32
Q6 1 0.2830 0.2500 0.9207 10.50000 0.05 0.31
Q7 1 0.2555 0.1850 0.4836 11.00000 0.05 0.30
Q8 1 0.1636 0.2500 0.5402 10.50000 0.05 0.27
Q9 1 0.2524 0.1780 1.0079 11.00000 0.05 0.26
Q10 1 0.2838 0.2500 0.5804 10.50000 0.05 0.26
Q11 1 0.7992 0.2500 0.2109 10.50000 0.05 0.25
Q12 1 0.9568 0.1222 0.2436 11.00000 0.05 0.24
Q13 1 0.7389 0.2500 0.3441 10.50000 0.05 0.24
Q14 1 0.7595 0.1912 0.3794 11.00000 0.05 0.23
Q15 1 0.6038 0.2500 0.3200 10.50000 0.05 0.22
Q16 1 0.4796 0.2500 0.7082 10.50000 0.05 0.20
Q17 1 0.6433 0.1458 0.3608 11.00000 0.05 0.20
Q18 1 0.7552 0.1947 0.1248 11.00000 0.05 0.20
Q19 1 0.7965 0.2500 0.2754 10.50000 0.05 0.20
Q20 1 0.1599 0.2500 0.9491 10.50000 0.05 0.19
REM The information below was added by Olex2.
REM
REM R1 = 0.0203 for 1572 Fo > 4sig(Fo) and 0.0214 for all 8561 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 1.78, deepest hole -0.35
REM Mean Shift 0, Max Shift -0.001.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0214
REM R1_gt = 0.0203
REM wR_ref = 0.0445
REM GOOF = 1.308
REM Shift_max = -0.001
REM Shift_mean = 0
REM Reflections_all = 8561
REM Reflections_gt = 1572
REM Parameters = n/a
REM Hole = -0.35
REM Peak = 1.78
REM Flack = n/a
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
10 -2 -10 0.1218 10.0000 -2.0000 -10.0000 0.5809 -0.8322 -0.2334
-10 2 10 0.1218 -10.0000 2.0000 10.0000 -0.5809 0.8322 0.2334
-3 -11 3 0.1141 -3.0000 -11.0000 3.0000 -0.1770 0.3231 -0.9024
3 11 -3 0.1141 3.0000 11.0000 -3.0000 0.1770 -0.3231 0.9024
-4 -1 -14 0.0724 -4.0000 -1.0000 -14.0000 0.9323 0.2488 -0.0685
4 1 14 0.0724 4.0000 1.0000 14.0000 -0.9323 -0.2488 0.0685
_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_j16022_mono
_database_code_depnum_ccdc_archive 'CCDC 1568780'
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date 2016-09-28
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety '2(O4 Re), 2(C5 H5 Cl N)'
_chemical_formula_sum 'C10 H10 Cl2 N2 O8 Re2'
_chemical_formula_weight 729.50
_chemical_melting_point ?
_chemical_oxdiff_formula 'C5 H4 N1 Cl1 Re1 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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 5.24460(10)
_cell_length_b 12.7123(2)
_cell_length_c 12.8020(2)
_cell_angle_alpha 90
_cell_angle_beta 95.5970(10)
_cell_angle_gamma 90
_cell_volume 849.45(2)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 14108
_cell_measurement_temperature 170(2)
_cell_measurement_theta_max 29.2000
_cell_measurement_theta_min 3.1990
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 14.592
_exptl_absorpt_correction_T_max 0.861
_exptl_absorpt_correction_T_min 0.320
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour clear
_exptl_crystal_colour_lustre clear
_exptl_crystal_density_diffrn 2.852
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 664
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 -8 -2 0.1279
-7 8 2 0.1279
0 -17 4 0.2128
0 17 -4 0.2128
0 -1 18 0.0207
0 1 -18 0.0207
-7 -7 5 0.1270
7 7 -5 0.1270
_exptl_crystal_preparation ?
_exptl_crystal_size_max 0.457
_exptl_crystal_size_mid 0.256
_exptl_crystal_size_min 0.041
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
6.9984 -7.9864 -2.0005 -0.2067 1.0256 0.0049
-6.9984 7.9864 2.0005 0.2067 -1.0256 -0.0049
0.0002 -16.9910 3.9882 -0.0771 0.3966 -0.8859
-0.0002 16.9910 -3.9882 0.0771 -0.3966 0.8859
-0.0030 -1.0041 17.9853 0.9352 0.1958 -0.3045
0.0030 1.0041 -17.9853 -0.9352 -0.1958 0.3045
-6.9982 -7.0056 4.9905 0.1107 -0.6808 -0.7791
6.9982 7.0056 -4.9905 -0.1107 0.6808 0.7791
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0358
_diffrn_reflns_av_unetI/netI 0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 25488
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.359
_diffrn_reflns_theta_min 3.198
_diffrn_ambient_temperature 170(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -35.00 52.00 1.00 7.50 -- -16.47 57.00 -90.00 87
2 \w -85.00 2.00 1.00 7.50 -- -16.47 -57.00 120.00 87
3 \w -25.00 24.00 1.00 7.50 -- -16.47 -99.00 30.00 49
4 \w -35.00 52.00 1.00 7.50 -- -16.47 57.00 30.00 87
5 \w -25.00 24.00 1.00 7.50 -- -16.47 -99.00 150.00 49
6 \w 0.00 86.00 1.00 7.50 -- 18.03 57.00 -30.00 86
7 \w -91.00 -32.00 1.00 7.50 -- -16.47 179.00 60.00 59
8 \w -85.00 2.00 1.00 7.50 -- -16.47 -57.00-120.00 87
9 \w 0.00 86.00 1.00 7.50 -- 18.03 57.00 60.00 86
10 \w -20.00 62.00 1.00 7.50 -- 18.03-105.00 -39.00 82
11 \w -25.00 59.00 1.00 7.50 -- 18.03 -99.00 150.00 84
12 \w -25.00 59.00 1.00 7.50 -- 18.03 -99.00 90.00 84
13 \w -25.00 59.00 1.00 7.50 -- 18.03 -99.00 -90.00 84
14 \w -50.00 37.00 1.00 7.50 -- 18.03 -57.00 120.00 87
15 \w -25.00 59.00 1.00 7.50 -- 18.03 -99.00-150.00 84
16 \w 32.00 93.00 1.00 7.50 -- 18.03-179.00 -60.00 61
17 \w -88.00 -63.00 1.00 7.50 -- -16.47 0.00-150.00 25
18 \w -88.00 55.00 1.00 7.50 -- -16.47 0.00-180.00 143
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0049598000
_diffrn_orient_matrix_UB_12 0.0169654000
_diffrn_orient_matrix_UB_13 0.0529461000
_diffrn_orient_matrix_UB_21 0.1253051000
_diffrn_orient_matrix_UB_22 -0.0210550000
_diffrn_orient_matrix_UB_23 0.0097324000
_diffrn_orient_matrix_UB_31 0.0523433000
_diffrn_orient_matrix_UB_32 0.0488059000
_diffrn_orient_matrix_UB_33 -0.0141977000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2076
_reflns_number_total 2201
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 > 2\s(I)'
_computing_cell_refinement 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 1.012
_refine_diff_density_min -1.624
_refine_diff_density_rms 0.162
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.092
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 109
_refine_ls_number_reflns 2201
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0200
_refine_ls_R_factor_gt 0.0181
_refine_ls_restrained_S_all 1.092
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+1.5920P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0467
_refine_ls_wR_factor_ref 0.0477
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
N1(H1), C2(H2), C5(H5), C4(H4), C3(H3)
;
_atom_sites_solution_hydrogens geom
_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
Re1 Re -0.68588(2) 0.23381(2) 0.89736(2) 0.01836(6) Uani 1 1 d . . . . .
Cl1 Cl 0.1252(2) 0.62306(8) 0.91280(8) 0.0378(2) Uani 1 1 d . . . . .
O3 O -1.0135(5) 0.2239(2) 0.8977(3) 0.0298(6) Uani 1 1 d . . . . .
N1 N 0.2055(5) 0.5445(2) 0.7328(2) 0.0211(6) Uani 1 1 d . . . . .
H1 H 0.3315 0.5905 0.7370 0.025 Uiso 1 1 calc R . . . .
O1 O -0.5966(5) 0.1809(2) 0.7809(2) 0.0337(6) Uani 1 1 d . . . . .
O4 O -0.6000(5) 0.3640(2) 0.9059(2) 0.0310(6) Uani 1 1 d . . . . .
O2 O -0.5409(5) 0.1643(3) 1.0015(2) 0.0396(7) Uani 1 1 d . . . . .
C2 C -0.1422(7) 0.4674(3) 0.8075(3) 0.0254(7) Uani 1 1 d . . . . .
H2 H -0.2490 0.4630 0.8632 0.030 Uiso 1 1 calc R . . . .
C1 C 0.0553(6) 0.5387(3) 0.8112(3) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.1691(7) 0.4818(3) 0.6471(3) 0.0262(7) Uani 1 1 d . . . . .
H5 H 0.2782 0.4878 0.5923 0.031 Uiso 1 1 calc R . . . .
C4 C -0.0252(7) 0.4098(3) 0.6398(3) 0.0293(8) Uani 1 1 d . . . . .
H4 H -0.0530 0.3654 0.5801 0.035 Uiso 1 1 calc R . . . .
C3 C -0.1821(7) 0.4026(3) 0.7213(3) 0.0280(8) Uani 1 1 d . . . . .
H3 H -0.3173 0.3526 0.7175 0.034 Uiso 1 1 calc R . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.01587(8) 0.01714(9) 0.02199(9) 0.00082(4) 0.00139(6) -0.00035(4)
Cl1 0.0532(6) 0.0356(5) 0.0238(4) -0.0087(4) -0.0002(4) -0.0061(4)
O3 0.0201(12) 0.0267(14) 0.0430(17) -0.0026(11) 0.0054(12) -0.0020(10)
N1 0.0224(13) 0.0184(13) 0.0220(14) -0.0003(11) 0.0004(11) -0.0027(10)
O1 0.0295(13) 0.0399(16) 0.0316(15) -0.0106(12) 0.0020(11) 0.0074(12)
O4 0.0252(12) 0.0252(13) 0.0423(16) -0.0039(11) 0.0016(11) -0.0041(11)
O2 0.0317(14) 0.0494(18) 0.0369(16) 0.0184(14) -0.0001(12) 0.0007(13)
C2 0.0226(16) 0.0282(17) 0.0256(18) 0.0054(14) 0.0033(14) -0.0007(13)
C1 0.0249(15) 0.0204(15) 0.0178(15) 0.0018(12) -0.0003(12) 0.0016(12)
C5 0.0290(17) 0.0281(18) 0.0221(17) -0.0007(14) 0.0051(14) 0.0017(14)
C4 0.0346(19) 0.0251(17) 0.0270(19) -0.0073(15) -0.0026(15) -0.0003(15)
C3 0.0240(16) 0.0236(17) 0.035(2) 0.0046(15) -0.0027(15) -0.0053(13)
_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
Re1 O3 1.723(3) . ?
Re1 O1 1.742(3) . ?
Re1 O4 1.716(3) . ?
Re1 O2 1.715(3) . ?
Cl1 C1 1.699(4) . ?
N1 H1 0.8800 . ?
N1 C1 1.336(4) . ?
N1 C5 1.355(4) . ?
C2 H2 0.9500 . ?
C2 C1 1.373(5) . ?
C2 C3 1.377(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.366(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.394(5) . ?
C3 H3 0.9500 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Re1 O1 108.99(14) . . ?
O4 Re1 O3 109.03(12) . . ?
O4 Re1 O1 109.65(14) . . ?
O2 Re1 O3 109.08(14) . . ?
O2 Re1 O1 109.33(15) . . ?
O2 Re1 O4 110.73(15) . . ?
C1 N1 H1 119.1 . . ?
C1 N1 C5 121.9(3) . . ?
C5 N1 H1 119.1 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.5(3) . . ?
C3 C2 H2 120.7 . . ?
N1 C1 Cl1 116.2(3) . . ?
N1 C1 C2 120.6(3) . . ?
C2 C1 Cl1 123.2(3) . . ?
N1 C5 H5 120.2 . . ?
N1 C5 C4 119.6(3) . . ?
C4 C5 H5 120.2 . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 118.9(3) . . ?
C3 C4 H4 120.5 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
_shelx_SHELXL_version_number 2014/7
_iucr_refine_instructions_details
;
j16022_mono.res created by SHELXL-2014/7
TITL j16022_mono_a.res in P2(1)/c
REM Old TITL j16022_mono_a.res in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.054, Rweak 0.003, Alpha 0.014, Orientation as input
REM Formula found by SHELXT: C9 Cl N Re
CELL 0.71073 5.2446 12.7123 12.802 90 95.597 90
ZERR 2 0.0001 0.0002 0.0002 0 0.001 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cl N O Re
UNIT 20 20 4 4 16 4
L.S. 100
PLAN 2
TEMP -103(2)
BOND $H
list 4
fmap 2
acta
REM
REM
REM
WGHT 0.025000 1.592000
FVAR 0.30849
RE1 6 -0.685878 0.233812 0.897358 11.00000 0.01587 0.01714 =
0.02199 0.00082 0.00139 -0.00035
CL1 3 0.125160 0.623055 0.912800 11.00000 0.05318 0.03560 =
0.02381 -0.00867 -0.00021 -0.00611
O3 5 -1.013451 0.223870 0.897704 11.00000 0.02009 0.02672 =
0.04301 -0.00265 0.00538 -0.00201
N1 4 0.205463 0.544545 0.732822 11.00000 0.02244 0.01840 =
0.02198 -0.00027 0.00039 -0.00269
AFIX 43
H1 2 0.331550 0.590492 0.737020 11.00000 -1.20000
AFIX 0
O1 5 -0.596565 0.180862 0.780862 11.00000 0.02948 0.03988 =
0.03161 -0.01059 0.00198 0.00738
O4 5 -0.600024 0.364034 0.905857 11.00000 0.02521 0.02516 =
0.04229 -0.00387 0.00157 -0.00406
O2 5 -0.540883 0.164307 1.001550 11.00000 0.03169 0.04942 =
0.03686 0.01836 -0.00014 0.00073
C2 1 -0.142222 0.467439 0.807502 11.00000 0.02260 0.02820 =
0.02559 0.00537 0.00327 -0.00067
AFIX 43
H2 2 -0.248992 0.463042 0.863174 11.00000 -1.20000
AFIX 0
C1 1 0.055337 0.538656 0.811169 11.00000 0.02488 0.02039 =
0.01784 0.00184 -0.00026 0.00159
C5 1 0.169128 0.481795 0.647086 11.00000 0.02900 0.02815 =
0.02206 -0.00072 0.00506 0.00168
AFIX 43
H5 2 0.278207 0.487836 0.592344 11.00000 -1.20000
AFIX 0
C4 1 -0.025226 0.409791 0.639795 11.00000 0.03458 0.02514 =
0.02697 -0.00726 -0.00260 -0.00028
AFIX 43
H4 2 -0.052992 0.365369 0.580096 11.00000 -1.20000
AFIX 0
C3 1 -0.182114 0.402553 0.721349 11.00000 0.02401 0.02365 =
0.03533 0.00456 -0.00267 -0.00527
AFIX 43
H3 2 -0.317344 0.352559 0.717461 11.00000 -1.20000
AFIX 0
HKLF 4
REM j16022_mono_a.res in P2(1)/c
REM R1 = 0.0181 for 2076 Fo > 4sig(Fo) and 0.0200 for all 2201 data
REM 109 parameters refined using 0 restraints
END
WGHT 0.0247 1.5790
REM Highest difference peak 1.012, deepest hole -1.624, 1-sigma level 0.162
Q1 1 -0.7280 0.1648 0.8994 11.00000 0.05 1.01
Q2 1 -0.6130 0.3005 0.8939 11.00000 0.05 1.01
REM The information below was added by Olex2.
REM
REM R1 = 0.0181 for 2076 Fo > 4sig(Fo) and 0.0200 for all 26243 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 1.01, deepest hole -1.62
REM Mean Shift 0, Max Shift -0.002.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0200
REM R1_gt = 0.0181
REM wR_ref = 0.0477
REM GOOF = 1.092
REM Shift_max = -0.002
REM Shift_mean = 0
REM Reflections_all = 26243
REM Reflections_gt = 2076
REM Parameters = n/a
REM Hole = -1.62
REM Peak = 1.01
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.105
_oxdiff_exptl_absorpt_empirical_full_min 0.535