#------------------------------------------------------------------------------
#$Date: 2016-08-10 04:02:47 +0300 (Wed, 10 Aug 2016) $
#$Revision: 185713 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/18/2241809.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2241809
loop_
_publ_author_name
'Jimenez, Jorge'
'Chakraborty, Indranil'
'Mascharak, Pradip'
_publ_section_title
;
 Synthesis and crystal structure of
 tricarbonylchlorido{1-[(pyridin-2-ylmethylidene)amino]adamantane}rhenium(I)
;
_journal_coeditor_code           WM5310
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1276
_journal_page_last               1279
_journal_paper_doi               10.1107/S205698901601255X
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          '[Re Cl (C16 H20 N2) (C O)3]'
_chemical_formula_moiety         'C19 H20 Cl N2 O3 Re'
_chemical_formula_sum            'C19 H20 Cl N2 O3 Re'
_chemical_formula_weight         546.02
_chemical_name_common
;
Tricarbonylchlorido{1-[(pyridin-2-ylmethylidene)amino]adamantane}rhenium(I)
;
_chemical_name_systematic
;
Tricarbonylchlorido{1-[(pyridin-2-ylmethylidene)amino]tricyclo[3.3.1.1^3,7^]\
decane}rhenium(I)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 94.5090(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9550(6)
_cell_length_b                   21.7483(19)
_cell_length_c                   12.4482(11)
_cell_measurement_reflns_used    8126
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.10
_cell_measurement_theta_min      2.49
_cell_volume                     1877.1(3)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and CrystalMaker (Palmer, 2014)'
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20008
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.051
_diffrn_reflns_theta_min         2.490
_exptl_absorpt_coefficient_mu    6.637
_exptl_absorpt_correction_T_max  0.7450
_exptl_absorpt_correction_T_min  0.4960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.932
_exptl_crystal_description       plate
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.546
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0232
_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/[σ²(Fo²)+(0.0213P)²+0.9180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0476
_refine_ls_wR_factor_ref         0.0501
_reflns_number_gt                4045
_reflns_number_total             4728
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wm5310sup1.cif
_cod_data_source_block           I
_cod_database_code               2241809
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Re Re1 0.37969(2) 0.32771(2) 0.53456(2) 0.03239(5) Uani d 1
Cl Cl1 0.23110(12) 0.42838(4) 0.48815(7) 0.0476(2) Uani d 1
N N2 0.6343(3) 0.38424(11) 0.58745(18) 0.0298(5) Uani d 1
O O2 0.1930(4) 0.30895(12) 0.7472(2) 0.0568(7) Uani d 1
N N1 0.5242(4) 0.34377(12) 0.3884(2) 0.0371(6) Uani d 1
O O3 0.0223(4) 0.26163(13) 0.4307(3) 0.0742(9) Uani d 1
O O1 0.5930(4) 0.20826(14) 0.5848(2) 0.0729(8) Uani d 1
C C17 0.7065(4) 0.35397(14) 0.7773(2) 0.0335(6) Uani d 1
H H17A 0.5911 0.3288 0.7708 0.040 Uiso calc 1
H H17B 0.8147 0.3288 0.7598 0.040 Uiso calc 1
C C2 0.2629(5) 0.31762(14) 0.6679(3) 0.0399(7) Uani d 1
C C8 0.6851(4) 0.37871(15) 0.4017(2) 0.0374(7) Uani d 1
C C10 0.6832(4) 0.40873(13) 0.6989(2) 0.0296(6) Uani d 1
C C1 0.5193(5) 0.25045(17) 0.5650(3) 0.0444(8) Uani d 1
C C9 0.7374(4) 0.39986(15) 0.5113(2) 0.0374(7) Uani d 1
H H9 0.8454 0.4246 0.5257 0.045 Uiso calc 1
C C7 0.7933(5) 0.39368(18) 0.3160(3) 0.0509(9) Uani d 1
H H7 0.9039 0.4176 0.3269 0.061 Uiso calc 1
C C4 0.4683(6) 0.32441(16) 0.2888(3) 0.0501(9) Uani d 1
H H4 0.3568 0.3008 0.2787 0.060 Uiso calc 1
C C3 0.1587(5) 0.28552(16) 0.4682(3) 0.0472(8) Uani d 1
C C18 0.8699(4) 0.44667(15) 0.7101(2) 0.0384(7) Uani d 1
H H18A 0.8594 0.4813 0.6609 0.046 Uiso calc 1
H H18B 0.9777 0.4215 0.6919 0.046 Uiso calc 1
C C14 0.9052(5) 0.47005(15) 0.8271(3) 0.0444(8) Uani d 1
H H14 1.0239 0.4945 0.8337 0.053 Uiso calc 1
C C15 0.9266(5) 0.41588(16) 0.9048(3) 0.0460(8) Uani d 1
H H15A 0.9496 0.4307 0.9782 0.055 Uiso calc 1
H H15B 1.0352 0.3906 0.8881 0.055 Uiso calc 1
C C5 0.5687(6) 0.33785(17) 0.2005(3) 0.0559(10) Uani d 1
H H5 0.5250 0.3237 0.1325 0.067 Uiso calc 1
C C19 0.5695(5) 0.41766(18) 0.9200(3) 0.0511(9) Uani d 1
H H19A 0.4522 0.3934 0.9129 0.061 Uiso calc 1
H H19B 0.5884 0.4321 0.9939 0.061 Uiso calc 1
C C16 0.7408(5) 0.37820(15) 0.8932(2) 0.0423(7) Uani d 1
H H16 0.7528 0.3433 0.9430 0.051 Uiso calc 1
C C11 0.5154(5) 0.44984(15) 0.7271(2) 0.0392(7) Uani d 1
H H11A 0.5044 0.4848 0.6785 0.047 Uiso calc 1
H H11B 0.3957 0.4268 0.7188 0.047 Uiso calc 1
C C6 0.7330(6) 0.37222(18) 0.2143(3) 0.0564(10) Uani d 1
H H6 0.8038 0.3811 0.1558 0.068 Uiso calc 1
C C12 0.5508(5) 0.47239(17) 0.8435(3) 0.0505(9) Uani d 1
H H12 0.4420 0.4980 0.8616 0.061 Uiso calc 1
C C13 0.7357(6) 0.51060(17) 0.8544(3) 0.0563(10) Uani d 1
H H13A 0.7576 0.5261 0.9274 0.068 Uiso calc 1
H H13B 0.7239 0.5455 0.8057 0.068 Uiso calc 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 Re1 C3 86.46(14) y
C2 Re1 C1 88.36(14) y
C3 Re1 C1 92.35(14) y
C2 Re1 N1 176.25(11) y
C3 Re1 N1 97.12(13) y
C1 Re1 N1 92.59(12) y
C2 Re1 N2 100.93(11) y
C3 Re1 N2 171.19(12) y
C1 Re1 N2 92.65(11) y
N1 Re1 N2 75.41(9) y
C2 Re1 Cl1 96.08(9) y
C3 Re1 Cl1 90.98(11) y
C1 Re1 Cl1 174.61(10) y
N1 Re1 Cl1 82.78(7) y
N2 Re1 Cl1 83.53(6) y
C9 N2 C10 119.4(2) ?
C9 N2 Re1 114.15(19) ?
C10 N2 Re1 126.21(17) ?
C4 N1 C8 117.9(3) ?
C4 N1 Re1 127.2(2) ?
C8 N1 Re1 114.88(19) ?
C16 C17 C10 109.3(2) ?
C16 C17 H17A 109.8 ?
C10 C17 H17A 109.8 ?
C16 C17 H17B 109.8 ?
C10 C17 H17B 109.8 ?
H17A C17 H17B 108.3 ?
O2 C2 Re1 177.1(3) ?
N1 C8 C7 122.0(3) ?
N1 C8 C9 115.8(3) ?
C7 C8 C9 122.2(3) ?
N2 C10 C11 107.3(2) ?
N2 C10 C18 113.8(2) ?
C11 C10 C18 108.6(2) ?
N2 C10 C17 108.5(2) ?
C11 C10 C17 110.5(2) ?
C18 C10 C17 108.2(2) ?
O1 C1 Re1 177.7(4) ?
N2 C9 C8 119.8(3) ?
N2 C9 H9 120.1 ?
C8 C9 H9 120.1 ?
C6 C7 C8 118.7(3) ?
C6 C7 H7 120.7 ?
C8 C7 H7 120.7 ?
N1 C4 C5 122.9(4) ?
N1 C4 H4 118.5 ?
C5 C4 H4 118.5 ?
O3 C3 Re1 177.5(3) ?
C10 C18 C14 109.5(2) ?
C10 C18 H18A 109.8 ?
C14 C18 H18A 109.8 ?
C10 C18 H18B 109.8 ?
C14 C18 H18B 109.8 ?
H18A C18 H18B 108.2 ?
C15 C14 C13 110.1(3) ?
C15 C14 C18 110.1(3) ?
C13 C14 C18 109.3(3) ?
C15 C14 H14 109.1 ?
C13 C14 H14 109.1 ?
C18 C14 H14 109.1 ?
C14 C15 C16 108.4(3) ?
C14 C15 H15A 110.0 ?
C16 C15 H15A 110.0 ?
C14 C15 H15B 110.0 ?
C16 C15 H15B 110.0 ?
H15A C15 H15B 108.4 ?
C6 C5 C4 119.2(3) ?
C6 C5 H5 120.4 ?
C4 C5 H5 120.4 ?
C12 C19 C16 109.4(3) ?
C12 C19 H19A 109.8 ?
C16 C19 H19A 109.8 ?
C12 C19 H19B 109.8 ?
C16 C19 H19B 109.8 ?
H19A C19 H19B 108.2 ?
C19 C16 C15 110.3(3) ?
C19 C16 C17 109.4(3) ?
C15 C16 C17 109.9(3) ?
C19 C16 H16 109.1 ?
C15 C16 H16 109.1 ?
C17 C16 H16 109.1 ?
C12 C11 C10 109.6(2) ?
C12 C11 H11A 109.8 ?
C10 C11 H11A 109.8 ?
C12 C11 H11B 109.8 ?
C10 C11 H11B 109.8 ?
H11A C11 H11B 108.2 ?
C5 C6 C7 119.4(3) ?
C5 C6 H6 120.3 ?
C7 C6 H6 120.3 ?
C19 C12 C13 109.8(3) ?
C19 C12 C11 109.9(3) ?
C13 C12 C11 109.2(3) ?
C19 C12 H12 109.3 ?
C13 C12 H12 109.3 ?
C11 C12 H12 109.3 ?
C12 C13 C14 108.9(3) ?
C12 C13 H13A 109.9 ?
C14 C13 H13A 109.9 ?
C12 C13 H13B 109.9 ?
C14 C13 H13B 109.9 ?
H13A C13 H13B 108.3 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Re1 C2 1.918(4) y
Re1 C3 1.920(3) y
Re1 C1 1.963(4) y
Re1 N1 2.175(3) y
Re1 N2 2.213(2) y
Re1 Cl1 2.4700(8) y
N2 C9 1.279(4) ?
N2 C10 1.500(3) ?
O2 C2 1.149(4) ?
N1 C4 1.338(4) ?
N1 C8 1.352(4) ?
O3 C3 1.149(4) ?
O1 C1 1.070(4) ?
C17 C16 1.537(4) ?
C17 C10 1.541(4) ?
C17 H17A 0.9700 ?
C17 H17B 0.9700 ?
C8 C7 1.392(4) ?
C8 C9 1.458(4) ?
C10 C11 1.533(4) ?
C10 C18 1.535(4) ?
C9 H9 0.9300 ?
C7 C6 1.383(5) ?
C7 H7 0.9300 ?
C4 C5 1.379(5) ?
C4 H4 0.9300 ?
C18 C14 1.545(4) ?
C18 H18A 0.9700 ?
C18 H18B 0.9700 ?
C14 C15 1.524(5) ?
C14 C13 1.532(5) ?
C14 H14 0.9800 ?
C15 C16 1.527(4) ?
C15 H15A 0.9700 ?
C15 H15B 0.9700 ?
C5 C6 1.365(5) ?
C5 H5 0.9300 ?
C19 C12 1.524(5) ?
C19 C16 1.526(5) ?
C19 H19A 0.9700 ?
C19 H19B 0.9700 ?
C16 H16 0.9800 ?
C11 C12 1.532(4) ?
C11 H11A 0.9700 ?
C11 H11B 0.9700 ?
C6 H6 0.9300 ?
C12 C13 1.528(5) ?
C12 H12 0.9800 ?
C13 H13A 0.9700 ?
C13 H13B 0.9700 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C9 H9 Cl1 1_655 0.93 2.76 3.523(3) 139.9
C7 H7 Cl1 1_655 0.93 2.92 3.662(4) 137.3
C18 H18A Cl1 3_666 0.97 2.74 3.701(3) 170.4
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
C4 N1 C8 C7 -1.2(5)
Re1 N1 C8 C7 -179.4(3)
C4 N1 C8 C9 178.6(3)
Re1 N1 C8 C9 0.3(3)
C9 N2 C10 C11 114.9(3)
Re1 N2 C10 C11 -59.7(3)
C9 N2 C10 C18 -5.3(4)
Re1 N2 C10 C18 -179.86(19)
C9 N2 C10 C17 -125.8(3)
Re1 N2 C10 C17 59.7(3)
C16 C17 C10 N2 -175.5(2)
C16 C17 C10 C11 -58.2(3)
C16 C17 C10 C18 60.6(3)
C10 N2 C9 C8 -177.0(3)
Re1 N2 C9 C8 -1.8(4)
N1 C8 C9 N2 1.0(4)
C7 C8 C9 N2 -179.2(3)
N1 C8 C7 C6 0.3(5)
C9 C8 C7 C6 -179.5(3)
C8 N1 C4 C5 0.9(5)
Re1 N1 C4 C5 178.9(3)
N2 C10 C18 C14 179.4(2)
C11 C10 C18 C14 60.0(3)
C17 C10 C18 C14 -60.0(3)
C10 C18 C14 C15 60.7(3)
C10 C18 C14 C13 -60.3(3)
C13 C14 C15 C16 60.5(3)
C18 C14 C15 C16 -60.1(4)
N1 C4 C5 C6 0.2(6)
C12 C19 C16 C15 59.8(3)
C12 C19 C16 C17 -61.2(4)
C14 C15 C16 C19 -60.1(3)
C14 C15 C16 C17 60.6(3)
C10 C17 C16 C19 59.6(3)
C10 C17 C16 C15 -61.6(3)
N2 C10 C11 C12 175.8(3)
C18 C10 C11 C12 -60.7(3)
C17 C10 C11 C12 57.8(3)
C4 C5 C6 C7 -1.1(6)
C8 C7 C6 C5 0.9(5)
C16 C19 C12 C13 -59.3(4)
C16 C19 C12 C11 61.0(4)
C10 C11 C12 C19 -59.0(4)
C10 C11 C12 C13 61.6(4)
C19 C12 C13 C14 59.6(4)
C11 C12 C13 C14 -61.1(4)
C15 C14 C13 C12 -60.6(3)
C18 C14 C13 C12 60.5(4)

_cod_database_fobs_code 2241809
