# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_F:data_I
_database_code_depnum_ccdc_archive 'CCDC 1983688'
loop_
_audit_author_name
_audit_author_address
'Falu falu hu'
;rutgers university
United States of America
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2020-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8.25 H7.00 Ca0.50 O2.62'
_chemical_formula_weight         168.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.3641 1.2855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           87
_space_group_name_H-M_alt        'I 4/m'
_space_group_name_Hall           '-I 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.
;

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

_cell_length_a                   13.8229(11)
_cell_length_b                   13.8229(11)
_cell_length_c                   24.906(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4758.9(9)
_cell_formula_units_Z            16
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    14024
_cell_measurement_theta_min      4.52
_cell_measurement_theta_max      72.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.936
_exptl_crystal_F_000             1392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.419
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6478
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13991
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         5.754
_diffrn_reflns_theta_max         72.396
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             2380
_reflns_number_gt                2197
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1601P)²+4.5869P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2380
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.2387
_refine_ls_wR_factor_gt          0.2335
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.83554(9) 0.09101(7) 0.000000 0.0433(4) Uani 0.8 2 d S T P . .
Ca2 Ca 0.7765(3) 0.1044(2) 0.000000 0.0332(7) Uani 0.2 2 d S T P . .
O1 O 0.96461(15) 0.17325(15) 0.06014(8) 0.0568(6) Uani 1 1 d . . . . .
O2 O 0.81103(16) 0.20565(17) 0.07249(9) 0.0621(6) Uani 1 1 d . . . . .
O3 O 0.6671(3) 0.0883(4) 0.000000 0.0984(14) Uani 1 2 d S T P . .
O4 O 1.000000 0.000000 0.000000 0.0299(8) Uani 1 8 d S T P . .
C1 C 0.8982(2) 0.21644(19) 0.08458(9) 0.0470(6) Uani 1 1 d . . . . .
C2 C 0.92440(18) 0.28337(18) 0.12997(9) 0.0416(6) Uani 1 1 d . . . . .
C3 C 0.85240(18) 0.3312(2) 0.15806(10) 0.0473(6) Uani 1 1 d . . . . .
H3 H 0.786426 0.318440 0.150045 0.057 Uiso 1 1 calc R U . . .
C4 C 0.87578(18) 0.3979(2) 0.19799(10) 0.0442(6) Uani 1 1 d . . . . .
H4 H 0.825393 0.430381 0.216649 0.053 Uiso 1 1 calc R U . . .
C5 C 0.97173(16) 0.41774(15) 0.21100(8) 0.0333(5) Uani 1 1 d . . . . .
C6 C 1.000000 0.500000 0.250000 0.0326(9) Uani 1 4 d S T P . .
C7 C 1.04323(16) 0.36844(17) 0.18287(9) 0.0390(6) Uani 1 1 d . . . . .
H7 H 1.109215 0.380583 0.191132 0.047 Uiso 1 1 calc R U . . .
C8 C 1.02072(18) 0.30185(19) 0.14298(9) 0.0432(6) Uani 1 1 d . . . . .
H8 H 1.071052 0.268888 0.124542 0.052 Uiso 1 1 calc R U . . .
C9 C 0.5920(12) 0.1095(19) -0.0215(5) 0.180(8) Uani 0.5 1 d . . P . .
C10 C 0.5155(7) 0.1464(12) 0.000000 0.177(6) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 Ca2 0.838(4) . ?
Ca1 O1 2.305(2) 12_645 ?
Ca1 O1 2.305(2) 2_645 ?
Ca1 O3 2.329(4) . ?
Ca1 O2 2.426(2) 11 ?
Ca1 O2 2.426(2) . ?
Ca1 O1 2.592(2) 11 ?
Ca1 O1 2.592(2) . ?
Ca1 O4 2.5981(14) . ?
Ca1 C1 2.862(2) 11 ?
Ca1 C1 2.862(2) . ?
Ca1 Ca1 3.674(2) 2_645 ?
Ca2 O3 1.528(6) . ?
Ca2 O2 2.334(3) 11 ?
Ca2 O2 2.334(3) . ?
Ca2 O1 2.542(3) 12_645 ?
Ca2 O1 2.542(3) 2_645 ?
Ca2 C9 2.607(17) 11 ?
Ca2 C1 3.109(4) 11 ?
Ca2 C1 3.109(4) . ?
O1 C1 1.253(3) . ?
O2 C1 1.251(4) . ?
O3 C9 1.204(17) . ?
O3 C9 1.204(17) 11 ?
C1 C2 1.505(3) . ?
C2 C3 1.385(4) . ?
C2 C8 1.394(4) . ?
C3 C4 1.394(3) . ?
C4 C5 1.393(3) . ?
C5 C7 1.390(3) . ?
C5 C6 1.546(2) . ?
C7 C8 1.390(3) . ?
C9 C10 1.290(17) . ?

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
Ca2 Ca1 O1 96.67(19) . 12_645 ?
Ca2 Ca1 O1 96.67(19) . 2_645 ?
O1 Ca1 O1 81.08(11) 12_645 2_645 ?
Ca2 Ca1 O3 13.7(3) . . ?
O1 Ca1 O3 86.28(12) 12_645 . ?
O1 Ca1 O3 86.28(12) 2_645 . ?
Ca2 Ca1 O2 73.70(17) . 11 ?
O1 Ca1 O2 90.24(8) 12_645 11 ?
O1 Ca1 O2 166.30(9) 2_645 11 ?
O3 Ca1 O2 82.57(11) . 11 ?
Ca2 Ca1 O2 73.70(17) . . ?
O1 Ca1 O2 166.30(9) 12_645 . ?
O1 Ca1 O2 90.23(8) 2_645 . ?
O3 Ca1 O2 82.57(11) . . ?
O2 Ca1 O2 96.19(12) 11 . ?
Ca2 Ca1 O1 125.05(19) . 11 ?
O1 Ca1 O1 89.61(11) 12_645 11 ?
O1 Ca1 O1 138.11(10) 2_645 11 ?
O3 Ca1 O1 134.04(10) . 11 ?
O2 Ca1 O1 51.65(7) 11 11 ?
O2 Ca1 O1 103.87(8) . 11 ?
Ca2 Ca1 O1 125.05(19) . . ?
O1 Ca1 O1 138.11(10) 12_645 . ?
O1 Ca1 O1 89.61(11) 2_645 . ?
O3 Ca1 O1 134.04(10) . . ?
O2 Ca1 O1 103.87(8) 11 . ?
O2 Ca1 O1 51.65(7) . . ?
O1 Ca1 O1 70.60(9) 11 . ?
Ca2 Ca1 O4 163.8(3) . . ?
O1 Ca1 O4 71.28(6) 12_645 . ?
O1 Ca1 O4 71.28(6) 2_645 . ?
O3 Ca1 O4 150.13(14) . . ?
O2 Ca1 O4 116.01(6) 11 . ?
O2 Ca1 O4 116.01(6) . . ?
O1 Ca1 O4 67.06(5) 11 . ?
O1 Ca1 O4 67.05(5) . . ?
Ca2 Ca1 C1 99.28(18) . 11 ?
O1 Ca1 C1 89.82(8) 12_645 11 ?
O1 Ca1 C1 162.45(10) 2_645 11 ?
O3 Ca1 C1 108.19(11) . 11 ?
O2 Ca1 C1 25.71(8) 11 11 ?
O2 Ca1 C1 101.21(8) . 11 ?
O1 Ca1 C1 25.95(7) 11 11 ?
O1 Ca1 C1 87.21(7) . 11 ?
O4 Ca1 C1 91.63(7) . 11 ?
Ca2 Ca1 C1 99.28(18) . . ?
O1 Ca1 C1 162.45(10) 12_645 . ?
O1 Ca1 C1 89.82(8) 2_645 . ?
O3 Ca1 C1 108.19(11) . . ?
O2 Ca1 C1 101.20(8) 11 . ?
O2 Ca1 C1 25.70(8) . . ?
O1 Ca1 C1 87.21(7) 11 . ?
O1 Ca1 C1 25.95(7) . . ?
O4 Ca1 C1 91.63(7) . . ?
C1 Ca1 C1 94.77(10) 11 . ?
Ca2 Ca1 Ca1 118.8(3) . 2_645 ?
O1 Ca1 Ca1 44.43(6) 12_645 2_645 ?
O1 Ca1 Ca1 44.43(6) 2_645 2_645 ?
O3 Ca1 Ca1 105.13(14) . 2_645 ?
O2 Ca1 Ca1 131.78(6) 11 2_645 ?
O2 Ca1 Ca1 131.78(6) . 2_645 ?
O1 Ca1 Ca1 103.38(6) 11 2_645 ?
O1 Ca1 Ca1 103.38(6) . 2_645 ?
O4 Ca1 Ca1 45.0 . 2_645 ?
C1 Ca1 Ca1 119.90(6) 11 2_645 ?
C1 Ca1 Ca1 119.90(6) . 2_645 ?
Ca1 Ca2 O3 158.9(4) . . ?
Ca1 Ca2 O2 86.1(2) . 11 ?
O3 Ca2 O2 106.85(18) . 11 ?
Ca1 Ca2 O2 86.1(2) . . ?
O3 Ca2 O2 106.85(18) . . ?
O2 Ca2 O2 101.36(18) 11 . ?
Ca1 Ca2 O1 64.23(16) . 12_645 ?
O3 Ca2 O1 99.2(2) . 12_645 ?
O2 Ca2 O1 86.79(9) 11 12_645 ?
O2 Ca2 O1 148.84(19) . 12_645 ?
Ca1 Ca2 O1 64.23(16) . 2_645 ?
O3 Ca2 O1 99.2(2) . 2_645 ?
O2 Ca2 O1 148.84(19) 11 2_645 ?
O2 Ca2 O1 86.79(9) . 2_645 ?
O1 Ca2 O1 72.21(12) 12_645 2_645 ?
Ca1 Ca2 C9 163.8(5) . 11 ?
O3 Ca2 C9 15.4(5) . 11 ?
O2 Ca2 C9 110.1(4) 11 11 ?
O2 Ca2 C9 91.5(4) . 11 ?
O1 Ca2 C9 114.1(5) 12_645 11 ?
O1 Ca2 C9 99.6(5) 2_645 11 ?
Ca1 Ca2 C1 65.31(19) . 11 ?
O3 Ca2 C1 127.44(15) . 11 ?
O2 Ca2 C1 20.99(8) 11 11 ?
O2 Ca2 C1 96.58(15) . 11 ?
O1 Ca2 C1 80.29(10) 12_645 11 ?
O1 Ca2 C1 129.04(17) 2_645 11 ?
C9 Ca2 C1 130.9(4) 11 11 ?
Ca1 Ca2 C1 65.31(19) . . ?
O3 Ca2 C1 127.44(15) . . ?
O2 Ca2 C1 96.58(15) 11 . ?
O2 Ca2 C1 20.99(8) . . ?
O1 Ca2 C1 129.04(17) 12_645 . ?
O1 Ca2 C1 80.29(10) 2_645 . ?
C9 Ca2 C1 112.1(4) 11 . ?
C1 Ca2 C1 85.29(14) 11 . ?
Ca1 Ca2 Ca1 51.0(2) . 2_645 ?
O3 Ca2 Ca1 107.9(2) . 2_645 ?
O2 Ca2 Ca1 116.57(11) 11 2_645 ?
O2 Ca2 Ca1 116.57(11) . 2_645 ?
O1 Ca2 Ca1 36.60(6) 12_645 2_645 ?
O1 Ca2 Ca1 36.60(6) 2_645 2_645 ?
C9 Ca2 Ca1 117.2(6) 11 2_645 ?
C1 Ca2 Ca1 101.97(10) 11 2_645 ?
C1 Ca2 Ca1 101.97(10) . 2_645 ?
Ca1 Ca2 Ca1 23.6(2) . 10_665 ?
O3 Ca2 Ca1 177.6(3) . 10_665 ?
O2 Ca2 Ca1 71.72(12) 11 10_665 ?
O2 Ca2 Ca1 71.72(12) . 10_665 ?
O1 Ca2 Ca1 82.76(11) 12_645 10_665 ?
O1 Ca2 Ca1 82.76(11) 2_645 10_665 ?
C9 Ca2 Ca1 162.9(5) 11 10_665 ?
C1 Ca2 Ca1 51.31(9) 11 10_665 ?
C1 Ca2 Ca1 51.31(9) . 10_665 ?
Ca1 Ca2 Ca1 74.57(5) 2_645 10_665 ?
C1 O1 Ca1 153.69(19) . 10_665 ?
C1 O1 Ca2 135.5(2) . 10_665 ?
Ca1 O1 Ca2 19.10(9) 10_665 10_665 ?
C1 O1 Ca1 89.17(16) . . ?
Ca1 O1 Ca1 97.07(8) 10_665 . ?
Ca2 O1 Ca1 107.62(9) 10_665 . ?
C1 O2 Ca2 117.1(2) . . ?
C1 O2 Ca1 97.03(17) . . ?
Ca2 O2 Ca1 20.15(9) . . ?
C9 O3 C9 52.8(12) . 11 ?
C9 O3 Ca2 144.9(10) . . ?
C9 O3 Ca2 144.9(10) 11 . ?
C9 O3 Ca1 149.1(8) . . ?
C9 O3 Ca1 149.1(8) 11 . ?
Ca2 O3 Ca1 7.45(13) . . ?
Ca1 O4 Ca1 180.00(3) 10_665 2_645 ?
Ca1 O4 Ca1 90.0 10_665 9_755 ?
Ca1 O4 Ca1 90.0 2_645 9_755 ?
Ca1 O4 Ca1 90.000(1) 10_665 . ?
Ca1 O4 Ca1 90.0 2_645 . ?
Ca1 O4 Ca1 180.0 9_755 . ?
O2 C1 O1 122.1(2) . . ?
O2 C1 C2 119.1(2) . . ?
O1 C1 C2 118.8(2) . . ?
O2 C1 Ca1 57.26(14) . . ?
O1 C1 Ca1 64.88(14) . . ?
C2 C1 Ca1 176.30(19) . . ?
O2 C1 Ca2 41.94(14) . . ?
O1 C1 Ca2 80.22(16) . . ?
C2 C1 Ca2 161.0(2) . . ?
Ca1 C1 Ca2 15.42(6) . . ?
C3 C2 C8 118.8(2) . . ?
C3 C2 C1 120.0(2) . . ?
C8 C2 C1 121.1(2) . . ?
C2 C3 C4 120.6(2) . . ?
C5 C4 C3 121.1(2) . . ?
C7 C5 C4 117.6(2) . . ?
C7 C5 C6 119.84(17) . . ?
C4 C5 C6 122.13(18) . . ?
C5 C6 C5 113.26(8) . 16_645 ?
C5 C6 C5 102.13(15) . 3_765 ?
C5 C6 C5 113.26(8) 16_645 3_765 ?
C5 C6 C5 113.26(8) . 14_565 ?
C5 C6 C5 102.13(15) 16_645 14_565 ?
C5 C6 C5 113.26(8) 3_765 14_565 ?
C8 C7 C5 121.7(2) . . ?
C7 C8 C2 120.1(2) . . ?
O3 C9 C10 128.2(11) . . ?
C9 C10 C9 49.0(13) 11 . ?

_refine_diff_density_max         0.942
_refine_diff_density_min         -0.630
_refine_diff_density_rms         0.077



